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【结 构 式】

【分子编号】15901

【品名】7beta-[2-[2-(tert-butoxycarbonylamino)thiazol-4-yl]-2(Z) -(triphenylmethoxyimino)acetamido]-3-sulfanyl-3-cephem-4-carboxylic acid dibenzyl ester 1beta-oxide; (6R,7R)-7-[2-[2-(Tert-butoxycarbonylamino)thiazol-4-yl]-2-(triphenylmethoxyimino)acetamido]-3-sulfanyl-3-cephem-4-carboxylic acid dibenzyl ester 1-oxide silver salt

【CA登记号】

【 分 子 式 】C49H42AgN5O8S3

【 分 子 量 】1032.96758

【元素组成】C 56.98% H 4.1% Ag 10.44% N 6.78% O 12.39% S 9.31%

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:(XIII)

2) The condensation of 1,2,3-triazol-4-thiol (X) with bromochloromethane by means of NaH gives 4-(chloromethylsulfanyl)-1,2,3-triazole (XI) with is treated with NaI in hot acetone to afford 4-(iodomethylsulfanyl)-1,2,3-triazole (XII). The reaction of (XII) with the silver mercaptide of the 7beta-[2-[2-(tert-butoxycarbonylamino)thiazol-4-yl]-2(Z)-(triphenylmethoxyimino)acetamido]-3-sulfanyl-3-cephem-4-carboxylic acid diphenylmethyl ester 1beta-oxide (XIII) in HMPT yields the condensation product (XV), which is then treated with PCl3 in DMF to eliminate the 1beta-oxide oxygen, affording the protected compound (XVI), which is deprotected with AlCl3 in anisole, as before.

1 Mealy, N.; Castaner, J.; S-1090. Drugs Fut 1996, 21, 3, 254.
2 Kubota, T.; Kume, M. (Shionogi & Co. Ltd.); Thioalkylthio cephalosporin derivs. EP 0467647; JP 1992234346; JP 1993059066; US 5214037 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
19740 bromo(chloro)methane 74-97-5 CH2BrCl 详情 详情
(X) 15898 1H-1,2,3-triazole-4-thiol; 1H-1,2,3-triazol-4-ylhydrosulfide C2H3N3S 详情 详情
(XI) 15899 4-[(chloromethyl)sulfanyl]-1H-1,2,3-triazole; chloromethyl 1H-1,2,3-triazol-4-yl sulfide C3H4ClN3S 详情 详情
(XII) 15900 iodomethyl 1H-1,2,3-triazol-4-yl sulfide; 4-[(iodomethyl)sulfanyl]-1H-1,2,3-triazole C3H4IN3S 详情 详情
(XIII) 15901 7beta-[2-[2-(tert-butoxycarbonylamino)thiazol-4-yl]-2(Z) -(triphenylmethoxyimino)acetamido]-3-sulfanyl-3-cephem-4-carboxylic acid dibenzyl ester 1beta-oxide; (6R,7R)-7-[2-[2-(Tert-butoxycarbonylamino)thiazol-4-yl]-2-(triphenylmethoxyimino)acetamido]-3-sulfanyl-3-cephem-4-carboxylic acid dibenzyl ester 1-oxide silver salt C49H42AgN5O8S3 详情 详情
(XIV) 15902 benzhydryl (6R,7R)-7-([2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]-2-[(trityloxy)imino]acetyl]amino)-5,8-dioxo-3-sulfanyl-5lambda(4)-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate C49H43N5O8S3 详情 详情
(XV) 15903 benzhydryl (6R,7R)-7-([2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]-2-[(trityloxy)imino]acetyl]amino)-5,8-dioxo-3-[[(1H-1,2,3-triazol-4-ylsulfanyl)methyl]sulfanyl]-5lambda(4)-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate C52H46N8O8S4 详情 详情
(XVI) 15904 benzhydryl (6R,7R)-7-([2-[2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl]-2-[(trityloxy)imino]acetyl]amino)-8-oxo-3-[[(1H-1,2,3-triazol-4-ylsulfanyl)methyl]sulfanyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate C52H46N8O7S4 详情 详情
Extended Information