HRID255765

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24813

Phosphoric trichloride

Cl3OP

HCID357676

Acetamide, 2-(trimethylsilyl)-

C5H13NOSi

结构：Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)C(N)[C@H]2SC1

HCID13020813

未命名化合物

HCID54133317

未命名化合物

PRODUCTS

生成物

结构：Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)C(NC(=O)C(=NOCCOC=O)c3csc(NC=O)n3)[C@H]2SC1

HCID131715292

未命名化合物

收率 34.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

2-(2-Formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetic acid (syn isomer, 3.4 g.), 7-amino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (4.3 g.), trimethylsilylacetamide (12.6 g.), dry N,N-dimethylformamide (1.0 g.), phosphoryl chloride (2.0 g.), ethyl acetate (139 ml.) PG,71 were treated in a similar manner to that of Example 11-(1) to give 7-[2-(2-formamidothiazol-4-yl)-2-(2-formyloxyethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 2.47 g.).

WORKUP

后处理

additionwere treated in a similar manner to that of Example 11-(1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f4896d593f8747769bd366ed29f45384
来源数据集: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04698337
来源说明: uspto-grants-1987_10

反应 SMILES

[CH:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:13][O:14][CH2:15][CH2:16][O:17][CH:18]=[O:19])[C:10]([OH:12])=O)[N:8]=1)=[O:2].[NH2:20][CH:21]1[C:39](=[O:40])[N:23]2[C:24]([C:36]([OH:38])=[O:37])=[C:25]([CH2:28][S:29][C:30]3[N:34]([CH3:35])[N:33]=[N:32][N:31]=3)[CH2:26][S:27][C@H:22]12.C[Si](CC(N)=O)(C)C.P(Cl)(Cl)(Cl)=O>C(OCC)(=O)C.CN(C)C=O>[CH:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:13][O:14][CH2:15][CH2:16][O:17][CH:18]=[O:19])[C:10]([NH:20][CH:21]2[C:39](=[O:40])[N:23]3[C:24]([C:36]([OH:38])=[O:37])=[C:25]([CH2:28][S:29][C:30]4[N:34]([CH3:35])[N:33]=[N:32][N:31]=4)[CH2:26][S:27][C@H:22]23)=[O:12])[N:8]=1)=[O:2]