HRID1657708

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID253877

Potassium bromide

BrK

结构：COC1(NC(=O)Cc2cccs2)C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(C)CS[C@@H]21

HCID131710295

未命名化合物

PRODUCTS

生成物

结构：COC1(NC(=O)Cc2cccs2)C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(COC(C)=O)CS[C@@H]21

HCID54569218

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Mn+3]

催化剂HCID160554

Manganese(3+) acetate

C6H9MnO6

溶剂HCID176

Acetic Acid

C2H4O2

CONDITIONS

反应条件

温度: 70 °C

PROCEDURE

实验过程

Manganese (III) acetate (5.0 g.) in acetic acid (60 ml.) is heated to 70°C. under nitrogen. To the stirred solution is added benzhydryl 7-(2-thienylacetamido)-7-methoxy-3-methyl-3-cephem-4-carboxylate (4.0 g.) and potassium bromide (0.5 g.). The solution is maintained at 70°C. for about eight hours. The reaction mixture is cooled and manganese (II) acetate is filtered from the cooled solution. The solvent is removed under vacuum to afford benzhydryl 7-(2-thienylacetamido)-7 -methoxy-3-acetoxymethyl-3-cephem-4-carboxylate.

WORKUP

后处理

temperatureThe reaction mixture is cooled
filtrationmanganese (II) acetate is filtered from the cooled solution
customThe solvent is removed under vacuum

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-24ca7da60ba6496f9f82d146ee291333
来源数据集: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US03962231
来源说明: uspto-grants-1976_06

反应 SMILES

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