HRID250298

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：C[C@@H](NC(=O)COc1ccc([C@@H]2[C@@H](SCC(=O)c3ccc(F)cc3)C(=O)N2c2ccc(F)cc2)cc1)C(=O)O

HCID66843258

未命名化合物

HCID86619100

未命名化合物

PRODUCTS

生成物

HCID66843176

未命名化合物

收率 48%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

溶剂HCID4311764

Sodium borohydride (Na(BH4))

H4BNa

PROCEDURE

实验过程

N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanine was dissolved in methanol (1.5 ml) whereafter sodium borohydride was added and the mixture was stirred for 30 minutes. After addition of ammonium acetate/H2O solution (2 ml), the methanol was evaporated and the product purified by preparative HPLC (CH3CN/0.1% ammoniumacetate 20:80-100:0). The fractions containing product confirmed by LC-MS were lyophilized and 27 mg (48%) of the desired product was obtained. m/z: 555.0 (M−1).

WORKUP

后处理

additionwas added
customthe methanol was evaporated
customthe product purified by preparative HPLC (CH3CN/0.1% ammoniumacetate 20:80-100:0)
additionThe fractions containing product

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-044f5e0883fd4a1fb3e16123d690e154
来源数据集: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07863265B2

反应 SMILES

[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:11](=[O:12])[C@H:10]([S:13][CH2:14][C:15]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)=[O:16])[C@H:9]2[C:24]2[CH:39]=[CH:38][C:27]([O:28][CH2:29][C:30]([NH:32][C@@H:33]([C:35]([OH:37])=[O:36])[CH3:34])=[O:31])=[CH:26][CH:25]=2)=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+].O>CO.[BH4-].[Na+]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:11](=[O:12])[C@H:10]([S:13][CH2:14][CH:15]([C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[OH:16])[C@H:9]2[C:24]2[CH:39]=[CH:38][C:27]([O:28][CH2:29][C:30]([NH:32][C@@H:33]([C:35]([OH:37])=[O:36])[CH3:34])=[O:31])=[CH:26][CH:25]=2)=[CH:6][CH:7]=1