(6R,7R)-7-[[2-(2-furyl)-2-(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】28972

【品名】(6R,7R)-7-[[2-(2-furyl)-2-(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

【CA登记号】

【分子式】C₁₅H₁₅N₃O₇S

【分子量】381.36612

【元素组成】C 47.24% H 3.96% N 11.02% O 29.37% S 8.41%

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：(I)

The reaction of 3-hydroxymethyl-7-[2-(2-furyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (I) with chlorosulfonyl isocyanate (II) and then with sodium 2-ethylhexanoate gives sodium cefuroxime (III), which is then treated with 1-bromoethyl acetate (IV) in DMA.

参考文献中间体

合成目标

【1】 Gregson, M.; Sykes, R.B. (Glaxo Group Ltd.); Cephalosporins antibiotics. DE 2706413; FR 2340950; JP 52100494; US 4267320 .
【2】 Crisp, H.A.; Clayton, J.C. (Glaxo Group Ltd.); Amorphous form of cefuroxime ester. DE 3327449; EP 0107276; FR 2531087; GB 2127401; JP 59044391; US 4562181; US 4820833; US 4994567; US 55013833 .
【3】 Serradell, M.N.; Castaner, J.; Cefuroxime Axetil. Drugs Fut 1985, 10, 2, 112.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	28972	(6R,7R)-7-[[2-(2-furyl)-2-(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	C₁₅H₁₅N₃O₇S	详情	详情
(II)	29873	(2R,3R,4S,5R)-5-(6-chloro-9H-purin-9-yl)-4-fluoro-2-[(trityloxy)methyl]tetrahydro-3-furanyl benzoate	C₃₆H₂₈ClFN₄O₄	详情	详情
(III)	28974	sodium (6R,7R)-3-[[(aminocarbonyl)oxy]methyl]-7-[[2-(2-furyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	C₁₆H₁₅N₄NaO₈S	详情	详情
(IV)	12282	1-bromoethyl acetate	C₄H₇BrO₂	详情	详情

Extended Information