HRID1088035

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

HCID24387

Phosphorous trichloride

Cl3P

结构：Cn1ccc[n+]1CC1=C(C(=O)OC(c2ccccc2)c2ccccc2)N2C(=O)[C@@H](NC(=O)OC(C)(C)C)[C@H]2S(=O)C1.[I-]

HCID178480377

未命名化合物

PRODUCTS

生成物

结构：Cn1ccc[n+]1CC1=C(C(=O)OC(c2ccccc2)c2ccccc2)N2C(=O)[C@@H](NC(=O)OC(C)(C)C)[C@H]2SC1.[I-]

HCID178480376

未命名化合物

收率 78.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

To a solution of benzhydryl 7β-tert-butoxycarbonylamino-3-(2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate 1-oxide iodide (20 g) and N,N-dimethylformamide (100 ml) was stirred at -35° C. Phosphorus trichloride (7.8 g) was added thereto and stirred for 10 minutes at the same temperature. The reaction mixture was added to water (600 ml). The precipitates were collected by filtration and washed with water to give benzhydryl 7β-tertbutoxycarbonylamino-3-(2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate iodide (15.4 g).

WORKUP

后处理

filtrationThe precipitates were collected by filtration
washwashed with water

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-97f60ad51eca4aaa8b88872c19b599b2
来源数据集: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04960766
来源说明: uspto-grants-1990_10

反应 SMILES

[I-:1].[C:2]([O:6][C:7]([NH:9][C@@H:10]1[C:41](=[O:42])[N:12]2[C:13]([C:25]([O:27][CH:28]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:26])=[C:14]([CH2:18][N+:19]3[N:20]([CH3:24])[CH:21]=[CH:22][CH:23]=3)[CH2:15][S:16](=O)[C@H:11]12)=[O:8])([CH3:5])([CH3:4])[CH3:3].CN(C)C=O.P(Cl)(Cl)Cl>O>[I-:1].[C:2]([O:6][C:7]([NH:9][C@@H:10]1[C:41](=[O:42])[N:12]2[C:13]([C:25]([O:27][CH:28]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)=[O:26])=[C:14]([CH2:18][N+:19]3[N:20]([CH3:24])[CH:21]=[CH:22][CH:23]=3)[CH2:15][S:16][C@H:11]12)=[O:8])([CH3:5])([CH3:3])[CH3:4]