Category: 128453-98-5

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

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).

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

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 N-Boc thiomorpholine carboxylic acid (1.36 g, 5.51 mmol) in dichloromethane (13.6 ml) were added under N2, at r.t., TBTU (1.95 g, 6.06 mmol) and DIPEA (1.92 ml, 11.02 mmol) and the solution was stirred for 30 mins. To a suspension of L-serine methyl ester hydrochloride (1.71 g, 11.02 mmol) in dichloromethane (13.6 ml) was added DIPEA (1.92 ml, 11.02 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 for 16 hrs. Water was added to the reaction mixture and the aqueous layer was extracted with dichloromethane (x3) and the combined organic phases were dried (Na2SO4) and evaporated to dryness. The crude title compound (3.87 g) was used in the next step without further purification. UPLC/MS: m/z= 371 (M+Na); 349 (M+1 ); 293 (M-fBu); 249 (M-BOC+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

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

To the reaction flask was added 1-tert-butoxycarbonylthiomorpholine-2-carboxylic acid (2.47 g, 10 mmol)And dichloromethane (20 mL),After stirring and dissolving,Ice bath cooling,Triethylamine (1.55 mL, 11 mmol) was added in turn,Isobutyl chloroformate (1.503 g, 11 mmol),After the reaction under ice bath for 1 hour,2,6-dimethylaniline 3a (1.51 g, 12.5 mmol) was added,The reaction was stirred at room temperature for 6 hours.(30 mL) and dichloromethane (20 mL) were added thereto, and the aqueous layer was extracted with dichloromethane (20 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. Chromatography Separation and Purification (petroleum ether / ethyl acetate (v / v) = 5: 1-1: 1)To give a pale yellow solidTert-butyl 3 – ((2,6-dimethylphenyl) carbamoyl) thiomorpholine-4-carboxylate (40a) (1.57 g, yield 44.7%).

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; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Wang Wei; Chen Lei; Wang Wenjing; Wei Yonggang; Liu Zhenhong; Qin Linlin; (74 pag.)CN106928127; (2017); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

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

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

To the reaction flask was added 1-tert-butoxycarbonylthiomorpholine-2-carboxylic acid (2.47 g, 10 mmol)And dichloromethane (20 mL),After stirring and dissolving,Ice bath cooling,Triethylamine (1.55 mL, 11 mmol) was added in turn,Isobutyl chloroformate (1.503 g, 11 mmol),After the reaction under ice bath for 1 hour,2,6-dimethylaniline 3a (1.51 g, 12.5 mmol) was added,The reaction was stirred at room temperature for 6 hours.(30 mL) and dichloromethane (20 mL) were added thereto, and the aqueous layer was extracted with dichloromethane (20 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. Chromatography Separation and Purification (petroleum ether / ethyl acetate (v / v) = 5: 1-1: 1)To give a pale yellow solidTert-butyl 3 – ((2,6-dimethylphenyl) carbamoyl) thiomorpholine-4-carboxylate (40a) (1.57 g, yield 44.7%).

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; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Wang Wei; Chen Lei; Wang Wenjing; Wei Yonggang; Liu Zhenhong; Qin Linlin; (74 pag.)CN106928127; (2017); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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.

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).

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

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.128453-98-5, 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid it is a common compound, a new synthetic route is introduced below., 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

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 128453-98-5, and friends who are interested can also refer to it.

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

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

Intermediate 55: 1,1-Dioxo-1lambda6-thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (120 mg, 0.485 mmol) was dissolved in Et2O (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 Et2O and dried to yield a white solid of 1,1-dioxo-1lambda6-thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (74 mg).

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; Millennium Pharmaceuticals, Inc.; US2005/239781; (2005); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

Intermediate 55: 1,1-Dioxo-1lambda6-thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (120 mg, 0.485 mmol) was dissolved in Et2O (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 Et2O and dried to yield a white solid of 1,1-dioxo-1lambda6-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; Millennium Pharmaceuticals, Inc.; US2005/239781; (2005); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem