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【结 构 式】

【分子编号】40149

【品名】(5R)-5-phenyl-1,3-dioxolane-2,4-dione

【CA登记号】

【 分 子 式 】C9H6O4

【 分 子 量 】178.14424

【元素组成】C 60.68% H 3.39% O 35.92%

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:(VI)

The formylation of 7-aminocephalosporanic acid (I) by the usual techniques produces 7-formamidocephalosporanic acid (II), which is then treated with the sodium salt of 1-methyl-1H-tetrazole-5-thiol (III) to yield 7-formamido-3-(1-methyl-1H-tetrazol-5-ylthio)methyl-3-cephem-4-carboxylic acid (IV). The resulting product (IV) is deformylated affording 7-amino-3-(1-methyl-1H-tetrazol-5-ylthio)methyl-3-cephem-4-carboxylic acid (V), which is finally acylated with anhydro-O-carboxymandelic acid (VI) using the usual techniques.

1 Castañer, J.; Cefamandole. Drugs Fut 1977, 2, 10, 646.
2 Tensmeyer, L.G. (Eli Lilly and Company); Cefamandole derivatives. US 3947415 .
3 Tensmeyer, L.G. (Eli Lilly and Company); Cefamandole derivatives. US 3947414 .
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) 40146 (6R,7R)-3-[(acetoxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid C11H12N2O6S 详情 详情
(III) 40147 sodium 1-methyl-1H-1,2,3,4-tetraazole-5-thiolate C2H3N4NaS 详情 详情
(IV) 40148 (6R,7R)-7-(formylamino)-3-[[(1-methyl-1H-1,2,3,4-tetraazol-5-yl)sulfanyl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid C11H12N6O4S2 详情 详情
(V) 32663 (6R,7R)-7-amino-3-[[(1-methyl-1H-1,2,3,4-tetraazol-5-yl)sulfanyl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 24209-38-9 C10H12N6O3S2 详情 详情
(VI) 40149 (5R)-5-phenyl-1,3-dioxolane-2,4-dione C9H6O4 详情 详情
Extended Information