HRID255762

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

结构：[N-]=[N+]=NCCON=C(C(=O)O)c1csc(NC=O)n1

HCID53831156

未命名化合物

PRODUCTS

生成物

结构：Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)C(NC(=O)C(=NOCCN=[N+]=[N-])c3csc(NC=O)n3)[C@H]2SC1

HCID131715289

未命名化合物

收率 58.8%

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

N,N-Dimethylformamide (0.207 g.), phosphoryl chloride (0.436 g.), 2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetic acid (syn isomer, 0.65 g.), 7-amino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (0.85 g.), trimethylsilylacetamide (2.71 g.) and ethyl acetate (20 ml.) were treated in a similar manner to that of Example 5-(1) to give 7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 0.80 g.).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3072ba67b938479b8dcaa32a2511958f
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

P(Cl)(Cl)(Cl)=O.[CH:6]([NH:8][C:9]1[S:10][CH:11]=[C:12]([C:14](=[N:18][O:19][CH2:20][CH2:21][N:22]=[N+:23]=[N-:24])[C:15]([OH:17])=O)[N:13]=1)=[O:7].[NH2:25][CH:26]1[C:44](=[O:45])[N:28]2[C:29]([C:41]([OH:43])=[O:42])=[C:30]([CH2:33][S:34][C:35]3[N:39]([CH3:40])[N:38]=[N:37][N:36]=3)[CH2:31][S:32][C@H:27]12.C[Si](CC(N)=O)(C)C>C(OCC)(=O)C.CN(C)C=O>[CH:6]([NH:8][C:9]1[S:10][CH:11]=[C:12]([C:14](=[N:18][O:19][CH2:20][CH2:21][N:22]=[N+:23]=[N-:24])[C:15]([NH:25][CH:26]2[C:44](=[O:45])[N:28]3[C:29]([C:41]([OH:43])=[O:42])=[C:30]([CH2:33][S:34][C:35]4[N:39]([CH3:40])[N:38]=[N:37][N:36]=4)[CH2:31][S:32][C@H:27]23)=[O:17])[N:13]=1)=[O:7]