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【结 构 式】

【分子编号】35518

【品名】benzhydryl (6R,7R)-7-amino-3-[(E)-3-chloro-1-propenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

【CA登记号】

【 分 子 式 】C23H21ClN2O3S

【 分 子 量 】440.95012

【元素组成】C 62.65% H 4.8% Cl 8.04% N 6.35% O 10.89% S 7.27%

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:(XIX)

The condensation of (XVIII) with 7-beta-amino-3-(3-chloro-1(E)-propenyl)-3-cephem-4-carboxylic acid diphenylmethyl ester (XIX) affords the expected amide (XX). The halogen exchange in (XX) with I2 and NaI in acetone gives the 3-iodo-1(E)-propenyl derivative (XXI), which is treated with quinoline (XXII) in dichloromethane to provide the quinolinium salt (XXIII). Finally, this compound is fully deprotected by a treatment with TFA and anisole.

1 Aszodi, J.; Dini, C.; Fauveau, P. (Aventis Pharma SA); Cephalosporins having in position 7 as substd. axymino radical, intermediates, processes for their preparation and their use as medicaments. CA 2111164; EP 0628562; JP 1994345776 .
2 Dini, C.; Aszodi, J.; Synthesis of a dihydroxythiophene analogue of catechosporines. Bioorg Med Chem Lett 2000, 10, 4, 349.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XVIII) 35517 2-[(2-(benzhydryloxy)-1-[5-cyano-3,4-bis[(2-methoxyethoxy)methoxy]-2-thienyl]-2-oxoethoxy)imino]-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid C52H48N4O11S2 详情 详情
(XIX) 35518 benzhydryl (6R,7R)-7-amino-3-[(E)-3-chloro-1-propenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate C23H21ClN2O3S 详情 详情
(XX) 35519   C75H67ClN6O13S3 详情 详情
(XXI) 35520   C75H67IN6O13S3 详情 详情
(XXII) 35521 quinoline 91-22-5 C9H7N 详情 详情
(XXIII) 35522   C84H74N7O13S3 详情 详情
Extended Information