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【结 构 式】

【分子编号】22749

【品名】(6R,7R)-7-amino-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

【CA登记号】

【 分 子 式 】C10H10N4O3S3

【 分 子 量 】330.41256

【元素组成】C 36.35% H 3.05% N 16.96% O 14.53% S 29.11%

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 7-aminocephalosporanic acid (I) with sodium 1,2,3-thiadiazole-5-thiolate (II) gives 7-amino-3-[1,2,3-thiadiazol-5-ylmethyl]-3-cephem-4-carboxylic acid (III). Following the first step, condensation of (III) with 2-(2-chloroacetamidothiazol-4-yl)-sulfanyl-(Z)-2-methoxyiminoacetyl chloride hydrochloride (IV) followed by deprotection with sodium N-methyldithiocarbamate (V) affords sodium 7-[(Z)-2-(2-aminothiazol-4yl)-2-(methoxyimino)acetamido)-3-(1,2,3-thiadiazol-5-ylsulfanylmethyl)-3-cephem-4-carboxylate.

1 Bietti, G.; Cereda, E.; Donetti, A.; Giachetti, A.; Pagani, F. (Angelini Inst SpA); Antiulcerogenic amidine derivatives of 2-substituted 4-phenylimidazole.. EP 0131973; GB 2149395; US 4649150 .
2 Scarpignato, C.; Bisfentidine. Drugs Fut 1988, 13, 2, 110.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 22747 (6R,7R)-3-[(acetoxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid C10H12N2O5S 详情 详情
(II) 22748 1,2,3-thiadiazol-5-thiol sodium salt C2HN2NaS2 详情 详情
(III) 22749 (6R,7R)-7-amino-8-oxo-3-[(1,2,3-thiadiazol-5-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid C10H10N4O3S3 详情 详情
(IV) 22750 2-[2-[(2-chloroacetyl)amino]-1,3-thiazol-5-yl]-2-(methoxyimino)acetyl chloride C8H7Cl2N3O3S 详情 详情
(V) 22751 N-Methyldithiocarbamic acid sodium salt C2H4NNaS2 详情 详情
Extended Information