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