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【结 构 式】

【分子编号】32630

【品名】(2R)-N(1)-[(1R)-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1-(4-hydroxyphenyl)-2-oxoethyl]-N(4)-methyl-2-[[(2-nitrophenyl)sulfonyl]amino]butanediamide

【CA登记号】

【 分 子 式 】C23H23N5O11S

【 分 子 量 】577.52872

【元素组成】C 47.83% H 4.01% N 12.13% O 30.47% S 5.55%

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:(IX)

Compound (VII) can also be obtained by condensation of 6-aminopenicillanic acid (VIII) with the N-succinimido ester of alpha-[2-(2-nitrophenylsulfonylamino)-3-(N-methylcarbamoyl)propionamido]-alpha-(4-hydroxyphenyl)acetic acid (IX). Finally, the sulfonic group of (VII) is eliminated by treatment with thiobenzamide (A) in ethanol-THF.

1 Kawazu, M.; et al. (Tanabe Seiyaku Co., Ltd.); Penicillins and processes for preparing the same. DE 2638067; FR 2323384; NL 7610151; US 4053609 .
2 Castaner, J.; Blancafort, P.; Serradell, M.N.; TA-058. Drugs Fut 1980, 5, 3, 151.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 32629 Thiobenzamide; Benzenecarbothioamide 2227-79-4 C7H7NS 详情 详情
(VII) 32628 (2S,5R,6R)-6-([(2R)-2-(4-hydroxyphenyl)-2-[((2R)-4-(methylamino)-2-[[(2-nitrophenyl)sulfonyl]amino]-4-oxobutanoyl)amino]ethanoyl]amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6-[alpha[2-(2-nitrophenylsulfonylamino)-3-N-methylcarbamoylpropionamido]-alpha-(4-hydroxyphenyl)acetamido]penicillanic acid C27H30N6O11S2 详情 详情
(VIII) 32631 (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (+)-6-Aminopenicillanic acid; 6-APA 551-16-6 C8H12N2O3S 详情 详情
(IX) 32630 (2R)-N(1)-[(1R)-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1-(4-hydroxyphenyl)-2-oxoethyl]-N(4)-methyl-2-[[(2-nitrophenyl)sulfonyl]amino]butanediamide C23H23N5O11S 详情 详情
Extended Information