Category: 114525-81-4

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, and cas is 114525-81-4, its synthesis route is as follows.,114525-81-4

(Scheme F, F-3: where RF-1 and RF-2 are the same and equal to proton, RF-3 is CH3, R5 is 4-[(2,6-dichlorobenzoyl)amino]phenyl and stereochemistry is (R,S)). [C00175] [00415] To a cooled (0 C.) solution of Boc-L-thiomorpholine-3-carboxylic acid ((a) Van Der Auwera, C.; Anteunis, M. J. O. Iit. J. Peptide Protein Res. 1987, 29, 574: (b) Kogami, Y.; Okawa, K. Bull. Chem. Soc. Jpn. 1987, 60, 2963: (c) Larsson U.; Carlson R. ACTA Chemica. Scand. 1994, 48, 517: (d) Carson J. F.; Wong F. F. J. Org. Chem. 1964, 29, 2203.) (Scheme F, F-1: where RF-1 and RF-2 are the same and equal to proton and stereochemistry is (R)) (6.7 g, 27 mmol) in CH2Cl2 (100 mL) was added HOBt (4.0 g, 29.7 mmol), DMAP (700 mg), EDC (5.7 g, 29.7 mmol) and triethylamine (13.5 mL, 97 mmol). The reaction mixture was stirred for 10 min, then the amino acid derivative F-2 (Scheme F, where R5 is 4-[(2,6-dichlorobenzoyl)amino]phenyl, RF-3 is CH3, and stereochemistry is (S)) (10.0 g, 24.7 mmol) was added. After 20 h, volatiles were removed in vacuo and the residue partitioned between 2.5% aqueous HCl (100 mL) and H2O (100 mL). The organic layer was separated and washed saturated aqueous NaHCO3 (100 mL), dried and concentrated in vacuo. Purification of the residue by chromatography on SiO2 (500 g) using CH2Cl2/ethyl acetate (10%) as eluent afforded the title compound (12.31 g) as a solid: 1H NMR (CDCl3) delta 1.44 (9H), 2.35 (1H), 2.70 (3H), 3.13 (2H), 3.33 (1H), 3.77 (3H), 4.22 (1H), 5.00 (1H), 6.48 (1H), 7.18 (2H), 7.31 (3H), 7.44 (1H), 7.56 (2H); 13C NMR (CDCl3) delta 171.6, 168.9, 162.5, 136.5, 135.9, 132.4, 131.0, 130.2, 128.2, 120.5, 81.7, 77.3, 53.3, 52.6, 37.0, 28.2, 26.5; IR (mull) 3296, 2924, 1744, 1685, 1668, 1605, 1536, 1515, 1432, 1412, 1321, 1294, 1260, 1244, 1213, 1195, 1161, 798 cm-1; MS (FAB) m/z (rel. intensity) 598 (M+H, 3), 596 (M+H, 5), Anal. Calcd for C27H31Cl2N3O6S: C, 54.36; H, 5.24; N, 7.04. Found: C, 54.23; H, 5.24; N, 6.86. Corrected for 0.60% H2O, found by Karl Fischer analysis.

With the complex challenges of chemical substances, we look forward to future research findings about 114525-81-4,belong Thiomorpholine compound

Reference£º
Patent; Pharmacia & Upjohn Company; Tanabe Seiyaku Co., Ltd.; US6685617; (2004); B1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, cas is 114525-81-4, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.,114525-81-4

Referring to Scheme 5-2, a mixture of compound 17 (667 mg, 2.4 mmol), (R)-N-Boc-thiomorpholine-3-carboxylic acid (594 mg, 2.4 mmol) and Et3N (486 mg, 4.8 mmol) in EtOAc (20 mL) was stirred at rt for 2h. Subsequently, the reaction mixture was concentrated and the residue was dried in vacuo to give crude compound 19, which was used for the next step without further purification. LC-MS (ESI): m/z 466.0 (M+Na)+.

With the rapid development of chemical substances, we look forward to future research findings about (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

Reference£º
Patent; PRESIDIO PHARMACEUTICALS, INC.; LI, Leping; ZHONG, Min; WO2011/150243; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

A common heterocyclic compound, the Thiomorpholine compound, name is (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,cas is 114525-81-4, mainly used in chemical industry, its synthesis route is as follows.

To a 25mL round bottom flask, Intermediate 7 (540 mg, 1.45 mmol), Intermediate 9 (359 mg, 1.45 mmol), EDCI (418 mg, 2.18 mmol), HOBt (294 mg, 2.18 mmol), DIEA (374 mg, 2.9 mmol) and tetrahydrofuran (9 mL) were added, and stirred at room temperature overnight. Thereafter, the reaction product was subjected to vacuum distillation for removal of solvent, dissolved with water, and extracted 3 times with ethyl acetate. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate), to give 688 mg of a white foamy solid product, yield 78.8%. [0081] 1H-NMR (400 MHz, CDCl3) delta ppm: 7.42 (1H, d, J = 1.12 Hz), 7.27 (2H, m), 5.75 (1H, s), 5.19 (1H, s), 4.58 (2H, s), 3.95-3.44(10H, brm), 3.12 (1H, m), 2.82 (2H, m), 2.43 (2H, m), 1.92 (9H, s); EI-MS (m/z): 601.1 [M+H]+., 114525-81-4

As the rapid development of chemical substances, we look forward to future research findings about 114525-81-4

Reference£º
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; Peking University; LI, Song; WANG, Ying; XIAO, Junhai; MA, Dalong; GONG, Hongwei; QI, Hui; WANG, Lili; LING, Xiaomei; ZHENG, Zhibing; ZHANG, Yang; ZHONG, Wu; LI, Meina; XIE, Yunde; XU, Enquan; LI, Xingzhou; MA, Jing; ZHAO, Guoming; ZHOU, Xinbo; WANG, Xiaokui; LIU, Hongying; EP2805947; (2014); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, and cas is 114525-81-4, its synthesis route is as follows.,114525-81-4

(Scheme F, F-3: where RF-1 and RF-2 are the same and equal to proton, RF-3 is t-butyl, R5 is 4-[(2,6-dichlorobenzoyl)amino]phenyl and stereochemistry is (R,S)). [C00180] [00425] To a cooled (0-5 C.) solution of Boc-L-thiomorpholine-3-carboxylic acid (Scheme F, F-1: where RF-1 and RF-2 are the same and equal to proton and stereochemistry is (R)) (1.34 g, 5.4 mmol) in methylene chloride (20 mL) was added HOBt (800 mg, 5.94 mmol), DMAP (140 mg, EDC (1.14 g, 5.94 mmol) and triethylamine (2.7 mL, 19.4 mmol). After 10 min, F-2 (Scheme F where RF-1 and RF-2 are the same and equal to proton, RF-3 is t-butyl, R5 is 4-[(2,6-dichlorobenzoyl)amino]phenyl and stereochemistry is (S)) (2.02 g, 4.94 mmol) was added, the reaction allowed to warm to ambient temperature and stirred for 24 h. Volatiles were removed in vacuo and the residue partitioned between methylene chloride and 2.5% aqueous HCl. The organic layer was separated and washed with sat. aqueous NaHCO3, dried and concentrated in vacuo. Purification of the residue by flash chromatography using methylene chloride/ethyl acetate (5%) as eluant afforded the title compound (1.64 g): IR (mull) 1730, 1687, 1667, 1606, 1538, 1515, 1431, 1412, 1395, 1320, 1294, 1258, 1250, 1194, 1158 cm-1; 1H NMR (300 MHz, CDCl3) delta 1.44 (9H), 1.46 (9H), 2.35 (1H), 2.67 (3H), 3.22 (3H), 4.25 (1H), 4.73 (1H), 4.97 (1H), 6.52 (1H), 7.29 (5H), 7.53 (3H); MS (FAB) m/z (rel. intensity) 638 (M+H, 2), Anal. Calcd for C30H37Cl2N3O6S: C, 56.42; H, 5.84; N, 6.58. Found: C, 56.13; H, 5.98; N, 6.58.

With the complex challenges of chemical substances, we look forward to future research findings about 114525-81-4,belong Thiomorpholine compound

Reference£º
Patent; Pharmacia & Upjohn Company; Tanabe Seiyaku Co., Ltd.; US6685617; (2004); B1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

The Thiomorpholine compound, cas is 114525-81-4 name is (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, mainly used in chemical industry, its synthesis route is as follows.

To a solution of Intermediate 3 (0.2g, 0.419 mmol) in DMF (5 mL), were added (R)-4- (teri-butoxycarbonyl)thiomorpholine-3-carboxylic acid (0.104 g, 0.419 mmol) and 2-(3H- [1 ,2,3]triazolo[4,5-b]pyridin-3-yl)-l , 1 ,3,3-tetramethylisouronium hexafluorophosphate(V) (0.191 g, 0.503 mmol) at an ambient temperature. After stirring for 12 h, the reaction was extracted with ethyl acetate. The organic extract was dried over MgSO4 and concentrated under reduced pressure to give Compound 454 and was treated with 4.0 M HQ in dioxane (5mL). After 5 h, the reaction was concentrated under reduced pressure, neutralized with 2.0 M NaOH and then extracted with ethyl acetate. The organic layer was dried over MgS04 and concentrated under reduced pressure to give the crude title compound, which was used for the next step without further purification (0.169 g, 66.9 ). LCMS m/z = 606.50.10 [M+H]+.

As the rapid development of chemical substances, we look forward to future research findings about 114525-81-4

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; BLACKBURN, Anthony C.; KRAMER, Bryan A.; NAGURA, Maiko; SAGE, Carleton R.; SHIN, Young-Jun; ZOU, Ning; WO2013/70657; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belong Thiomorpholine compound,(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,114525-81-4,Molecular formula: C10H17NO4S,mainly used in chemical industry, its synthesis route is as follows.

To a 100 mL round bottom flask, Intermediate 15 (1.28 g, 3.28 mmol), Intermediate 9 (0.81 g, 3.28 mmol), EDCI (0.94 g, 4.92 mmol), HOBt (0.66 g, 4.92 mmol), DIEA (0.85 g, 6.56 mmol) and tetrahydrofuran (40 mL) were added, and stirred at room temperature overnight. Thereafter, the reaction product was subjected to vacuum distillation for removal of solvent, dissolved with water, and extracted 3 times with ethyl acetate. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: ethyl acetate/methanol/ammonia), to give 1.63 g of a white foamy solid product, yield 80.5%.1H-NMR (400 MHz, CDCl3) delta ppm: 8.77 (1H, m), 8.02 (1H, m), 7.43 (1H, m), 7.31 (1H, m), 7.20 (1H, m), 7.05 (1H, m), 6.56 (1H, m), 4.85 (2H, d, J=5.2 Hz), 4.02-3.44 (10H, brm), 3.13 (1H, m), 2.83 (2H, m), 2.44 (2H, m), 2.02 (9H, s); EI-MS (m/z): 618.2 [M+H]+.

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,belong Thiomorpholine compound

Reference£º
Patent; Li, Song; Wang, Ying; Xiao, Junhai; Ma, Dalong; Gong, Hongwei; Qi, Hui; Wang, Lili; Ling, Xiaomei; Zheng, Zhibing; Zhang, Yang; Zhong, Wu; Li, Meina; Xie, Yunde; Xu, Enquan; Li, Xingzhou; Ma, Jing; Zhao, Guoming; Zhou, Xinbo; Wang, Xiaokui; Liu, Hongying; US2015/126500; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

114525-81-4, (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Trifluoroacetic acid (4 mL, 23.5 mmol) was added to a stirred solution of (R)-4-(tert- butoxycarbonyl)thiomorpholine-3-carboxylic acid (1.0 g, 4.05 mmol) in CH2CI2 (20 mL), and the reaction mixture was stirred at room temperature for 2 h. Volatile byproducts were removed at reduced pressure and the residue was concentrated from toluene (2 x 20 mL) and dried under high vacuum for 30 min. The crude residue was dissolved in 1,4-dioxane (10 mL) and water (10 mL) was added followed by NaHCC (1.02 g, 12.15 mmol) and a solution of FMOC-C1 (1.04 g, 4.05 mmol) in 1,4-dioxane (10 mL). The reaction mixture was stirred at room temperature for 16 h. The mixture was concentrated under reduced pressure to remove volatile organic solvent and the residue was washed with MTBE (2 x 20 mL). The aqueous layer was acidified with IN aqueous HC1 to pH 2 and extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with brine solution (50 mL), dried over anhydrous a2S04, filtered and concentrated. The residue was purified by reverse phase column chromatography (CI 8; eluent: 10-100% acetonitrile/water) to afford the title compound (1.00 g) as a white semi-solid.

The synthetic route of 114525-81-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

114525-81-4, (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 100 mL round bottom flask, Intermediate 15 (1.28 g, 3.28 mmol), Intermediate 9 (0.81 g, 3.28 mmol), EDCI (0.94 g, 4.92 mmol), HOBt (0.66 g, 4.92 mmol), DIEA (0.85 g, 6.56 mmol) and tetrahydrofuran (40 mL) were added, and stirred at room temperature overnight. Thereafter, the reaction product was subjected to vacuum distillation for removal of solvent, dissolved with water, and extracted 3 times with ethyl acetate. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: ethyl acetate/methanol/ammonia), to give 1.63 g of a white foamy solid product, yield 80.5%. [0091] 1H-NMR (400 MHz, CDCl3) delta ppm: 8.77 (1H, m), 8.02 (1H, m), 7.43 (1H, m), 7.31 (1H, m), 7.20 (1H, m), 7.05 (1H, m), 6.56 (1H, m), 4.85 (2H, d, J = 5.2 Hz), 4.02-3.44(10H, brm), 3.13 (1H, m), 2.83 (2H, m), 2.44 (2H, m), 2.02 (9H, s); EI-MS (m/z): 618.2 [M+H]+.

114525-81-4 (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid 2755966, aThiomorpholine compound, is more and more widely used in various.

Reference£º
Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; Peking University; LI, Song; WANG, Ying; XIAO, Junhai; MA, Dalong; GONG, Hongwei; QI, Hui; WANG, Lili; LING, Xiaomei; ZHENG, Zhibing; ZHANG, Yang; ZHONG, Wu; LI, Meina; XIE, Yunde; XU, Enquan; LI, Xingzhou; MA, Jing; ZHAO, Guoming; ZHOU, Xinbo; WANG, Xiaokui; LIU, Hongying; EP2805947; (2014); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

114525-81-4, (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 25 mL round bottom flask, Intermediate 7 (540 mg, 1.45 mmol), Intermediate 9 (359 mg, 1.45 mmol), EDCI (418 mg, 2.18 mmol), HOBt (294 mg, 2.18 mmol), DIEA (374 mg, 2.9 mmol) and tetrahydrofuran (9 mL) were added, and stirred at room temperature overnight. Thereafter, the reaction product was subjected to vacuum distillation for removal of solvent, dissolved with water, and extracted 3 times with ethyl acetate. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate), to give 688 mg of a white foamy solid product, yield 78.8%.1H-NMR (400 MHz, CDCl3) delta ppm: 7.42 (1H, d, J=1.12 Hz), 7.27 (2H, m), 5.75 (1H, s), 5.19 (1H, s), 4.58 (2H, s), 3.95-3.44 (10H, brm), 3.12 (1H, m), 2.82 (2H, m), 2.43 (2H, m), 1.92 (9H, s); EI-MS (m/z): 601.1 [M+H]+.

As the paragraph descriping shows that 114525-81-4 is playing an increasingly important role.

Reference£º
Patent; Li, Song; Wang, Ying; Xiao, Junhai; Ma, Dalong; Gong, Hongwei; Qi, Hui; Wang, Lili; Ling, Xiaomei; Zheng, Zhibing; Zhang, Yang; Zhong, Wu; Li, Meina; Xie, Yunde; Xu, Enquan; Li, Xingzhou; Ma, Jing; Zhao, Guoming; Zhou, Xinbo; Wang, Xiaokui; Liu, Hongying; US2015/126500; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem