(6R,7R)-7-amino-3-[[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-2-ium-2-yl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】15078

【品名】(6R,7R)-7-amino-3-[[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-2-ium-2-yl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

【CA登记号】

【分子式】C₁₃H₁₇N₅O₄S

【分子量】339.37528

【元素组成】C 46.01% H 5.05% N 20.64% O 18.86% S 9.45%

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：(X)

3) The condensation of 4-chloro-2(Z)-(methoxyimino)-3-oxobutyric acid (IX) with 7beta-amino-3-[3-amino-2-(2-hydroxyethyl)-1-pyrazoliomethyl]-3-cephem-4-carboxylate (X) by means of POCl3 in DMF gives the corresponding acetamide (XI), which is then cyclized with thiourea by means of sodium acetate in water to obtain compound (VII). Finally, this compound is treated with H2SO4 to give FK-037.

参考文献中间体

合成目标

【1】 Sakane, K.; Kawabata, K.; Ohki, H. (Fujisawa Pharmaceutical Co., Ltd.); Process for the preparation of cephalosporin cpd. JP 1992173792 .
【2】 Prous, J.; Graul, A.; Castaner, J.; FK-037. Drugs Fut 1994, 19, 4, 325.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VIII)	15075	(6R,7R)-3-[[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-2-ium-2-yl]methyl]-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate		C₁₉H₂₂N₈O₆S₂	详情	详情
(IX)	15077	4-chloro-2-(methoxyimino)-3-oxobutyric acid		C₅H₆ClNO₄	详情	详情
(X)	15078	(6R,7R)-7-amino-3-[[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-2-ium-2-yl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate		C₁₃H₁₇N₅O₄S	详情	详情
(XI)	15079	(6R,7R)-3-[[5-amino-1-(2-hydroxyethyl)-1H-pyrazol-2-ium-2-yl]methyl]-7-[[4-chloro-2-(methoxyimino)-3-oxobutanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate		C₁₈H₂₁ClN₆O₇S	详情	详情
(XII)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情

Extended Information