HRID648419

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID23665404

Sodium Acetate Trihydrate

C2H9NaO5

结构：C#CCON=C(C(=O)NC1C(=O)N2C(C(=O)O)=C(CSc3nnnn3CCC(=O)O)CS[C@H]12)c1csc(NC(=O)C(F)(F)F)n1

HCID131712409

未命名化合物

PRODUCTS

生成物

结构：C#CCON=C(C(=O)NC1C(=O)N2C(C(=O)O)=C(CSc3nnnn3CCC(=O)O)CS[C@H]12)c1csc(N)n1

HCID131713220

未命名化合物

收率 69.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

A solution of sodium acetate trihydrate (5.97 g) in water (25 ml) was added to 7-[2-(2-propynyloxyimino)-2-{2-(2,2,2-trifluoroacetamido)thiazol-4-yl}acetamido]-3-[1-(2-carboxyethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (3.0 g) and the mixture was stirred overnight. The reaction mixture was adjusted to pH 3 with 10% hydrochloric acid under ice-cooling and precipitates were collected by filtration, washed with water and dried to give 7-[2-(2-propynyloxyimino)-2-(2-aminothiazol-4-yl)acetamido]-3-[1-(2-carboxyethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (1.80 g).

WORKUP

后处理

temperaturecooling
customprecipitates
filtrationwere collected by filtration
washwashed with water
customdried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f009b92115f64cb2af9aad4324e4a815
来源数据集: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04411898
来源说明: uspto-grants-1983_10

反应 SMILES

O.O.O.C([O-])(=O)C.[Na+].[CH2:9]([O:12][N:13]=[C:14]([C:42]1[N:43]=[C:44]([NH:47]C(=O)C(F)(F)F)[S:45][CH:46]=1)[C:15]([NH:17][CH:18]1[C:40](=[O:41])[N:20]2[C:21]([C:37]([OH:39])=[O:38])=[C:22]([CH2:25][S:26][C:27]3[N:31]([CH2:32][CH2:33][C:34]([OH:36])=[O:35])[N:30]=[N:29][N:28]=3)[CH2:23][S:24][C@H:19]12)=[O:16])[C:10]#[CH:11].Cl>O>[CH2:9]([O:12][N:13]=[C:14]([C:42]1[N:43]=[C:44]([NH2:47])[S:45][CH:46]=1)[C:15]([NH:17][CH:18]1[C:40](=[O:41])[N:20]2[C:21]([C:37]([OH:39])=[O:38])=[C:22]([CH2:25][S:26][C:27]3[N:31]([CH2:32][CH2:33][C:34]([OH:36])=[O:35])[N:30]=[N:29][N:28]=3)[CH2:23][S:24][C@H:19]12)=[O:16])[C:10]#[CH:11]