The chemical industry reduces the impact on the environment during synthesis,114525-81-4,(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,I believe this compound will play a more active role in future production and life.
114525-81-4, 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. (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, cas is 114525-81-4,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.
(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.
The chemical industry reduces the impact on the environment during synthesis,114525-81-4,(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid,I believe this compound will play a more active role in future production and life.
Reference£º
Patent; Pharmacia & Upjohn Company; Tanabe Seiyaku Co., Ltd.; US6685617; (2004); B1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem