benzyl (7R)-7-[[(Z)-5-(benzyloxy)-2-(2-[[(benzyloxy)carbonyl]amino]-1,3-thiazol-4-yl)-5-oxo-2-pentenoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】22691

【品名】benzyl (7R)-7-[[(Z)-5-(benzyloxy)-2-(2-[[(benzyloxy)carbonyl]amino]-1,3-thiazol-4-yl)-5-oxo-2-pentenoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

【CA登记号】

【分子式】C₃₇H₃₂N₄O₈S₂

【分子量】724.81524

【元素组成】C 61.31% H 4.45% N 7.73% O 17.66% S 8.85%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

The condensation of 2-[2-(benzoyloxycarbonylamino)thiazol-4-yl]-4-(benzyloxycarbonyl)-2-butenoic acid (I) with 7beta-amino-3-cephem-4-carboxylic acid diphenylmethyl ester (II) by means of mesyl chloride, phosphorus oxychloride or thionyl chloride in basic medium and dichloromethane as solvent gives the protected derivative of the desired product (III), which is then treated with AlCl3 and anisole and acidified with diluted HCl.

参考文献中间体

合成目标

【1】 Hamashima, Y. (Shionogi & Co. Ltd.); 7-Carboxyalkenoylamido-3-cephem-4-carboxylic acid derivs.. EP 0136721; ES 8604602; ES 8605278; ES 8700222; GB 2154580; GB 2198727; JP 1985078987; JP 1985163884; JP 1985246388; US 4634697; US 4748170 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	22689	(Z)-5-(benzyloxy)-2-(2-[[(benzyloxy)carbonyl]amino]-1,3-thiazol-4-yl)-5-oxo-2-pentenoic acid	C₂₃H₂₀N₂O₆S	详情	详情
(II)	22690	benzyl (7R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	C₁₄H₁₄N₂O₃S	详情	详情
(III)	22691	benzyl (7R)-7-[[(Z)-5-(benzyloxy)-2-(2-[[(benzyloxy)carbonyl]amino]-1,3-thiazol-4-yl)-5-oxo-2-pentenoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	C₃₇H₃₂N₄O₈S₂	详情	详情

Extended Information