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