Downstream synthetic route of N-Boc-2-thiomorpholinecarboxylic Acid

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

[00227] To a solution of 4-(tert-butoxycarbonyl)thiomorpholine-2-carboxylic acid (300 mg, 1.2 mmol) in THF (6 ml) was dded 4-chloroaniline (170 mg, 1.3 mmol), N-(3- dimethylaminopropyl)-N ?-ethylcarbodiimide hydrochloride (350 mg, 1.8 mmol), N,Ndiisopropylethylamine (0.64 ml, 3.6 mmol), and 4 N,N-diisopropylethylamine (29 mg, 0.24 mmol). The reaction stuffed overnight at room temperature. The reaction was poured into ethyl acetate, and washed with iN HC1, saturated sodium bicarbonate solution and brine. The organic layer was dried over magnesium sulfate, filtered, and concentrated. The crude residue was purified by column chromatography eluting with 10-30% ethyl acetate in hexanes to give the title compound as a colorless gum (296 mg, yield 68%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITY; LARSEN, Scott, D.; NEUBIG, Richard; HAAK, Andrew; HUTCHINGS, Kim; RAJESWARAN, Walajapet; (156 pag.)WO2016/73847; (2016); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

The important role of 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

Synthesis of Example 32 Thiomo holine-2,4-dicarboxylic acid 4-tert-butyl ester (10 g, 40.43 mmol) is dissolved in a mixture of dichloromethane (50 mL) and methanol (40 inL) and cooled to 0 C under N2. A solution of trimethylsilyldiazomethane (2M in diethyl ether, 44.5 mL, 89 mmol) is added dropwise with stirring, the mixture allowed to warm to room temperature and stirred overnight. The solvent is removed under vacuum, the residue dissolved in ethyl acetate and washed with water, dried over magnesium sulphate and the solvent removed under vacuum to give compound 32-1.Yield: 10.5 gES mass spectrum: [M+H-tBu]+ = 206Retention time HPLC : 1.76 min (UPLC Method 1 )

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; HAMPRECHT, Dieter; KISTLER, Barbara; LINGARD, Iain; WO2012/80456; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

New learning discoveries about 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

Step 1 (+/-)-4-tert-butoxycarbonyl-N-(9-chloro-3,4-dihydro-2H-l,5-benzodioxepin- 7-ylmethyl)-N-isobutyl thiomorpholine-2-carboxamide: The mixture of N-(9-chloro-3,4- dihydro-2H- 1 ,5-benzodioxepin-7-ylmethyl)-2-methylpropan- 1 -amine (150 mg), thiomorpholine-2,4-dicarboxylic acid 4-tert-butyl ester (137 mg), l-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (138 mg), and dimethyl aminopyridine (92 mg) in dichloromethane (15 ml) was stirred at room temperature overnight. After the addition of water (10 ml), the mixture was extracted with 10 ml ethyl acetate three times. The organic layer was washed with saturated sodium bicarbonate, water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude was purified by column chromatography on silica (20-33% ethyl acetate in hexane) to give the desired product as a resin: MS (m+l) = 499.4.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; ZHOU, Qun-Yong; LI, Ji-da; HUANG, Qi; WO2010/77976; (2010); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Simple exploration of 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

To a solution of 4-(tert-butoxycarbonyl)thiomorpholine-2-carboxylic acid (0.8 g, 3.24 mmol) in anhydrous THF (20 mL) was added slowly at 0 C. BH3 solution (1 M in THF, 13.2 mL). The reaction mixture was stirred at RT overnight then quenched with saturated NaHCO3 (50 mL). The aqueous layer was extracted with EtOAc (2¡Á50 mL). The combined organic layers were washed with brine and dried (MgSO4), filtered and concentrated in vacuo to afford tert-butyl 2-(hydroxymethyl)thiomorpholine-4-carboxylate (0.75 g, crude) as colorless oil, which was used without further purification., 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; GENENTECH, INC.; Rudolph, Joachim; Gazzard, Lewis J.; Crawford, James J.; Ndubaku, Chudi; Drobnick, Joy; Lee, Wendy; US2015/31674; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Brief introduction of 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

Synthesis of Example 32 Thiomo holine-2,4-dicarboxylic acid 4-tert-butyl ester (10 g, 40.43 mmol) is dissolved in a mixture of dichloromethane (50 mL) and methanol (40 inL) and cooled to 0 C under N2. A solution of trimethylsilyldiazomethane (2M in diethyl ether, 44.5 mL, 89 mmol) is added dropwise with stirring, the mixture allowed to warm to room temperature and stirred overnight. The solvent is removed under vacuum, the residue dissolved in ethyl acetate and washed with water, dried over magnesium sulphate and the solvent removed under vacuum to give compound 32-1.Yield: 10.5 gES mass spectrum: [M+H-tBu]+ = 206Retention time HPLC : 1.76 min (UPLC Method 1 ), 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; HAMPRECHT, Dieter; KISTLER, Barbara; LINGARD, Iain; WO2012/80456; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Analyzing the synthesis route of 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. A new synthetic method of this compound is introduced below. 134676-67-8

T3P (3.61 mL, 6.07 mmol) was added to a solution of 4-amino-2-chlorobenzonitrile (370 mg, 2.43 mmol), 4-(tert-butoxycarbonyl)thiomorpholine-2-carboxylic acid (500 mg, 2.02 mmol), DIEA (1.76 mL, 10.11 mmol) and DMAP (272 mg, 2.22 mmol) in ethyl acetate (10 mL) at room temperature, and the mixture was heated at 60C overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (solvent gradient; 5?60% ethyl acetate/hexane) to give tert-butyl 2-((3-chloro-4-cyanophenyl)carbamoyl)thiomorpholine-4-carboxylate (765 mg, 2.003 mmol, 99%) as an orange oil. 1H NMR (300 MHz, CDCl3):delta 1.38-1.55(9H,m), 2.46-2.64(1H,m), 2.74-2.87(1H,m), 3.34-3.52(2H,m), 3.65(1H,dd,J=14.2,2.8 Hz), 4.03-4.17(1H,m), 4.60(1H,dd,J=14.2,4.0 Hz), 7.60(2H,d,J=3.8 Hz), 7.94(1H,s), 9.14(1H,brs)., 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; ODA, Tsuneo; IMADA, Takashi; KONO, Mitsunori; SATO, Ayumu; TOMATA, Yoshihide; OCHIDA, Atsuko; ISHII, Naoki; SASAKI, Yusuke; FUKASE, Yoshiyuki; YUKAWA, Tomoya; FUKUMOTO, Shoji; (200 pag.)EP3192791; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

New learning discoveries about 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

Step 1 (+/-)-4-tert-butoxycarbonyl-N-(9-chloro-3,4-dihydro-2H-l,5-benzodioxepin- 7-ylmethyl)-N-isobutyl thiomorpholine-2-carboxamide: The mixture of N-(9-chloro-3,4- dihydro-2H- 1 ,5-benzodioxepin-7-ylmethyl)-2-methylpropan- 1 -amine (150 mg), thiomorpholine-2,4-dicarboxylic acid 4-tert-butyl ester (137 mg), l-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (138 mg), and dimethyl aminopyridine (92 mg) in dichloromethane (15 ml) was stirred at room temperature overnight. After the addition of water (10 ml), the mixture was extracted with 10 ml ethyl acetate three times. The organic layer was washed with saturated sodium bicarbonate, water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude was purified by column chromatography on silica (20-33% ethyl acetate in hexane) to give the desired product as a resin: MS (m+l) = 499.4.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; ZHOU, Qun-Yong; LI, Ji-da; HUANG, Qi; WO2010/77976; (2010); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Some tips on N-Boc-2-thiomorpholinecarboxylic Acid

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

T3P (3.61 mL, 6.07 mmol) was added to a solution of 4-amino-2-chlorobenzonitrile (370 mg, 2.43 mmol), 4-(tert-butoxycarbonyl)thiomorpholine-2-carboxylic acid (500 mg, 2.02 mmol), DIEA (1.76 mL, 10.11 mmol) and DMAP (272 mg, 2.22 mmol) in ethyl acetate (10 mL) at room temperature, and the mixture was heated at 60C overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (solvent gradient; 5?60% ethyl acetate/hexane) to give tert-butyl 2-((3-chloro-4-cyanophenyl)carbamoyl)thiomorpholine-4-carboxylate (765 mg, 2.003 mmol, 99%) as an orange oil. 1H NMR (300 MHz, CDCl3):delta 1.38-1.55(9H,m), 2.46-2.64(1H,m), 2.74-2.87(1H,m), 3.34-3.52(2H,m), 3.65(1H,dd,J=14.2,2.8 Hz), 4.03-4.17(1H,m), 4.60(1H,dd,J=14.2,4.0 Hz), 7.60(2H,d,J=3.8 Hz), 7.94(1H,s), 9.14(1H,brs).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; ODA, Tsuneo; IMADA, Takashi; KONO, Mitsunori; SATO, Ayumu; TOMATA, Yoshihide; OCHIDA, Atsuko; ISHII, Naoki; SASAKI, Yusuke; FUKASE, Yoshiyuki; YUKAWA, Tomoya; FUKUMOTO, Shoji; (200 pag.)EP3192791; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Analyzing the synthesis route of 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

8.1.6) fe/f-Butyl 2-(hvdroxymethyl)thiomorpholine-4-carboxylate. Thiomorpholine-2,4-dicarboxylic acid 4-te/f-butyl ester (0.20 g, 0.809 mmol) was suspended in THF (15 mL) and cooled to 4C. Then, lithium aluminum hydride (92 mg, 2.43 mmol) was added in small portions. The reaction mixture was allowed to warm up to room temperature overnight. Next day, The reaction was quenched by addition of saturated Na2SO4 solution (2 mL) and EtOAc (22 mL). The reaction mixture was stirred overnight and filtered over dicalite. The filtrate was evaporated till dryness and the crude product was purified by column chromatography (SiO2, heptane/EtOAc; 100% heptane to 40% EtOAc as mobile phase) to give the title compound in 48% yield (91 mg, 0.39 mmol)., 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; N.V. ORGANON; PHARMACOPEIA, LLC; WO2009/124965; (2009); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Share a compound : 134676-67-8

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, 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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

To a solution of 4-(tert-butoxycarbonyl)thiomorpholine-2-carboxylic acid (0.8 g, 3.24 mmol) in anhydrous THF (20 mL) was added slowly at 0 C. BH3 solution (1 M in THF, 13.2 mL). The reaction mixture was stirred at RT overnight then quenched with saturated NaHCO3 (50 mL). The aqueous layer was extracted with EtOAc (2¡Á50 mL). The combined organic layers were washed with brine and dried (MgSO4), filtered and concentrated in vacuo to afford tert-butyl 2-(hydroxymethyl)thiomorpholine-4-carboxylate (0.75 g, crude) as colorless oil, which was used without further purification.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; GENENTECH, INC.; Rudolph, Joachim; Gazzard, Lewis J.; Crawford, James J.; Ndubaku, Chudi; Drobnick, Joy; Lee, Wendy; US2015/31674; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem