Downstream synthetic route of 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 128453-98-5, name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. 128453-98-5

(b) 3-(pyrrolidine-1-carbonyl)thiomorpholine Triethylamine (3.1 ml). followed by a solution of pyrrolidine (2.0 ml) in 10 ml of tetrahydrofuran, was added at 0 C. under a stream of nitrogen to a solution of 5.0 g of 4-(t-butoxycarbonyl)thiomorpholine-3-carboxylic acid in 100 ml of tetrahydrofuran. After the mixture had been stirred for I hour, a solution of 3.6 g of ethyl cyanophosphate in 10 ml of tetrahydrofuran was added to the mixture and the mixture was stirred for 5 hours. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and the solvent was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/hexane to yield 461 g (74%) of 4-(t-butoxycarbonyl)-3-(pyrrolidine-1-carbonyl)thiomorpholine.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Reference£º
Patent; Sankyo Company Limited; US5021413; (1991); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Analyzing the synthesis route of 128453-98-5

If you are interested in these compounds, 128453-98-5, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

128453-98-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, cas is 128453-98-5,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

128453-98-5, Step 3 Synthesis of Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester 3-(4-phenyl-butyl) ester (compound 64) Compound 64 was prepared from compound 63 (70% yield) by a synthetic method analogous to Example 3-Step 3. Spectral analysis of the product was consistent with compound 64: 1H NMR (CDCl3): (two rotamers) delta 7.4-7.1 (5H, m), 4.3-4.1 (3H, m), 3.78 (1H, m), 3.39 (1H, m), 3.2-3.0 (3H, m), 2.78 (1H, d, J=13 Hz), 2.60 (2H, m), 1.62 (9H, s).

If you are interested in these compounds, 128453-98-5, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference£º
Patent; Guo, Chuangxing; Dong, Liming; Hou, Xinjun J.; Vanderpool, Darin; Villafranca, Jesus Ernest; US2002/61881; (2002); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Brief introduction of 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 128453-98-5, name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. 128453-98-5

o a solution of N-Boc thiomorpholine carboxylic acid (0.803 g, 2.96 mmol) in 16 mL of anhydrous dichloromethane was added O-benzotriazol-1-yl-Lambda/,Lambda/,Lambda/’,Lambda/’-tetramethyluronium tetrafluoroborate (TBTU) (1.03 g, 3.22 mmol) and the solution was stirred for 45 min. A solution of D-serine methyl ester hydrochloride (0.911 g, 5.85 mmol) and Huenig’s base (1.02 mL, 5.85 mmol) in dichloromethane was prepared and added to the reaction mixture. The reaction was left stirring at room temperature overnight. UPLC-MS analysis showed conversion to the product. The reaction was diluted with dichloromethane and extracted with water, dried (Na2SO4), and the solvent was removed. The crude (1.73 g) was taken to the next step without further purification; To a solution of N-Boc thiomorpholine carboxylic acid (0.488 g, 1.97 mmol) and O- benzotriazol-1-yl-Lambda/,Lambda/,Lambda/’,Lambda/’-tetramethyluronium tetrafluoroborate (TBTU) (0.697 g, 2.17 mmol) in 5 mL of anhydrous dichloromethane was added DIPEA (0.7 mL, 3.95 mmol) and the solution was stirred for 30 mins. To a suspension of D-serine methyl ester hydrochloride (0.47 g, 3.95 mmol) in 5 mL of anhydrous dichloromethane was added DIPEA (0.7 mL, 3.95 mmol) and the resulting solution was stirred for 30 mins. Then the solution containing the serine free base was added to the reaction mixture and it was left stirring at room temperature overnight.Water was added to the reaction mixture and the two phases were separated. The aqueous layer was extracted with dichloromethane (3X) and the combined organic phases were dried (Na2SO4) and evaporated to dryness. This crude material (1.66 g) was used in the next step without further purification. UPLC-MS: m/z= 349 (M+1 ) (at) t=0.59 min

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/28654; (2007); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

New learning discoveries about 128453-98-5

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 128453-98-5. We look forward to the emergence of more reaction modes in the future.

4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, A common heterocyclic compound, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route., 128453-98-5

Boc protected thiomorpholine carboxylic acid (3.1g, 13mmol), HOBt (2.1g, 16mmol) and EDCI hydrochloride (3.7g, 20mmol) dissolved in DMF(20ml) was added 28% of ammonium hydroxide solution (4.5g, 130mmol) at RT. After 4h, the reaction mixture was poured into saturated water solution of NaHCO3 and diluted with EtOAc, washed with sat’d NaHCO3 and brine. The organic layer was dried (Na2S04) and concentrated. The crude product was purified by flash chromatography on silica gel with EA/Hex to give .23g of amide. 1H-NMR (400 MHz, CDCI3j delta 5.2 (d, 1 H),6.15 (br., 1 H), 5.68 (br., 1 H), 5.02(br., 1 H), 4.25 (br., 1 H), 3.16(d, 1 H), 2.8 (m, 1 H), 2.7 (t, 1 H), 2.4 (d, 1 H), 1.47 (s, 9H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 128453-98-5. We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong, R.; DU, Zhimin; JI, Mingzhe; JIN, Haolun; KIM, Choung, U.; MISH, Michael, R.; PHILLIPS, Barton, W.; PYUN, Hyung-jung; SHENG, Xiaoning, C.; WU, Qiaoyin; ZONTE, Catalin, Sebastian; WO2011/156610; (2011); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Some tips on 128453-98-5

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 128453-98-5, name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid. A new synthetic method of this compound is introduced below. 128453-98-5

INTERMEDIATE 55: 1, 1-DIOXO-LA6-THIOMORPHOLINE-3, 4- dicarboxylic acid 4-TERT-BUTYL ester [00193] Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (120 mg, 0.485 mmol) was dissolved in ET20 (8 ML). To the solution was added MCPBA (172 mg, 0.994 mmol), followed later by a second portion of MCPBA (84 mg, 0.485 mmol). The precipitate which formed was filtered, washed with Et20 and dried to yield a white solid of 1, 1- DIOXO-LA6-THIOMORPHOLINE-3, 4-dicarboxylic acid 4-tert-butyl ester (74 mg).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Reference£º
Patent; MILLENIUM PHARMACEUTICALS, INC.; WO2004/92167; (2004); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Some tips on 128453-98-5

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 128453-98-5, name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. 128453-98-5

To a solution of 4-N-Boc-3-thiomorpholinecarboxylic acid (2.09 g, 8.44 mmol) in methanol (84 ml_) was added HCI (4.0 M in dioxane; 1.07 ml_, 4.28 mmol). The resulting reaction mixture was heated at reflux for 20 hours, cooled, and concentrated in vacuo. The solid residue was dissolved in THF/CH2CI2 (50/30 ml_) and LiBH4 (2.0 M in THF) (10 ml_, 20.0 mmol) was added dropwise over 10 minutes. The reaction mixture was stirred for 5 days before being quenched with slow addition of methanol (-80 ml_). After concentration in vacuo, the residue was dissolved in CH2CI2 and washed with 1 N HCI and brine. The organic layer was dried over Na2SO4, filtered, and concentrated to afford 1.27 g of crude product: 1 H NMR (400 MHz, CDCI3-C/) delta ppm 4.31 (s, 1 H) 4.06 – 4.18 (m, 1 H) 3.69 – 3.75 (m, 1 H) 3.60 – 3.67 (m, 1 H) 3.40 (d, J=13.89 Hz, 1 H) 3.33 (d, J=19.20 Hz, 1 H) 2.72 – 2.84 (m, 2 H) 2.27 (d, J= 12.63 Hz, 1 H) 1.44 – 1.54 (m, 10 H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 128453-98-5, we look forward to future research findings about .

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/98393; (2007); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

New learning discoveries about 128453-98-5

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 128453-98-5, its synthesis route is as follows.

Boc protected thiomorpholine carboxylic acid (3.1g, 13mmol), HOBt (2.1g, 16mmol) and EDCI hydrochloride (3.7g, 20mmol) dissolved in DMF(20ml) was added 28% of ammonium hydroxide solution (4.5g, 130mmol) at RT. After 4h, the reaction mixture was poured into saturated water solution of NaHCO3 and diluted with EtOAc, washed with sat’d NaHCO3 and brine. The organic layer was dried (Na2S04) and concentrated. The crude product was purified by flash chromatography on silica gel with EA/Hex to give .23g of amide. 1H-NMR (400 MHz, CDCI3j delta 5.2 (d, 1 H),6.15 (br., 1 H), 5.68 (br., 1 H), 5.02(br., 1 H), 4.25 (br., 1 H), 3.16(d, 1 H), 2.8 (m, 1 H), 2.7 (t, 1 H), 2.4 (d, 1 H), 1.47 (s, 9H).

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong, R.; DU, Zhimin; JI, Mingzhe; JIN, Haolun; KIM, Choung, U.; MISH, Michael, R.; PHILLIPS, Barton, W.; PYUN, Hyung-jung; SHENG, Xiaoning, C.; WU, Qiaoyin; ZONTE, Catalin, Sebastian; WO2011/156610; (2011); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Brief introduction of 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 128453-98-5, its synthesis route is as follows.

o a solution of N-Boc thiomorpholine carboxylic acid (0.803 g, 2.96 mmol) in 16 mL of anhydrous dichloromethane was added O-benzotriazol-1-yl-Lambda/,Lambda/,Lambda/’,Lambda/’-tetramethyluronium tetrafluoroborate (TBTU) (1.03 g, 3.22 mmol) and the solution was stirred for 45 min. A solution of D-serine methyl ester hydrochloride (0.911 g, 5.85 mmol) and Huenig’s base (1.02 mL, 5.85 mmol) in dichloromethane was prepared and added to the reaction mixture. The reaction was left stirring at room temperature overnight. UPLC-MS analysis showed conversion to the product. The reaction was diluted with dichloromethane and extracted with water, dried (Na2SO4), and the solvent was removed. The crude (1.73 g) was taken to the next step without further purification; To a solution of N-Boc thiomorpholine carboxylic acid (0.488 g, 1.97 mmol) and O- benzotriazol-1-yl-Lambda/,Lambda/,Lambda/’,Lambda/’-tetramethyluronium tetrafluoroborate (TBTU) (0.697 g, 2.17 mmol) in 5 mL of anhydrous dichloromethane was added DIPEA (0.7 mL, 3.95 mmol) and the solution was stirred for 30 mins. To a suspension of D-serine methyl ester hydrochloride (0.47 g, 3.95 mmol) in 5 mL of anhydrous dichloromethane was added DIPEA (0.7 mL, 3.95 mmol) and the resulting solution was stirred for 30 mins. Then the solution containing the serine free base was added to the reaction mixture and it was left stirring at room temperature overnight.Water was added to the reaction mixture and the two phases were separated. The aqueous layer was extracted with dichloromethane (3X) and the combined organic phases were dried (Na2SO4) and evaporated to dryness. This crude material (1.66 g) was used in the next step without further purification. UPLC-MS: m/z= 349 (M+1 ) (at) t=0.59 min

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/28654; (2007); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Analyzing the synthesis route of 128453-98-5

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the Thiomorpholine compound, 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, cas is 128453-98-5 its synthesis route is as follows.

INTERMEDIATE 55: 1, 1-DIOXO-LA6-THIOMORPHOLINE-3, 4- dicarboxylic acid 4-TERT-BUTYL ester [00193] Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (120 mg, 0.485 mmol) was dissolved in ET20 (8 ML). To the solution was added MCPBA (172 mg, 0.994 mmol), followed later by a second portion of MCPBA (84 mg, 0.485 mmol). The precipitate which formed was filtered, washed with Et20 and dried to yield a white solid of 1, 1- DIOXO-LA6-THIOMORPHOLINE-3, 4-dicarboxylic acid 4-tert-butyl ester (74 mg).

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; MILLENIUM PHARMACEUTICALS, INC.; WO2004/92167; (2004); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Downstream synthetic route of 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, and cas is 128453-98-5, its synthesis route is as follows.

(b) 3-(pyrrolidine-1-carbonyl)thiomorpholine Triethylamine (3.1 ml). followed by a solution of pyrrolidine (2.0 ml) in 10 ml of tetrahydrofuran, was added at 0 C. under a stream of nitrogen to a solution of 5.0 g of 4-(t-butoxycarbonyl)thiomorpholine-3-carboxylic acid in 100 ml of tetrahydrofuran. After the mixture had been stirred for I hour, a solution of 3.6 g of ethyl cyanophosphate in 10 ml of tetrahydrofuran was added to the mixture and the mixture was stirred for 5 hours. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and the solvent was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/hexane to yield 461 g (74%) of 4-(t-butoxycarbonyl)-3-(pyrrolidine-1-carbonyl)thiomorpholine.

128453-98-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Sankyo Company Limited; US5021413; (1991); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem