HRID544020

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

HCID24813

Phosphoric trichloride

Cl3OP

结构：NC1C(=O)N2C(C(=O)OCc3ccc([N+](=O)[O-])cc3)=CCS[C@H]12

HCID12775080

未命名化合物

HCID53844359

未命名化合物

PRODUCTS

生成物

结构：O=CNc1nc(C(=NC2CCCCC2)C(=O)NC2C(=O)N3C(C(=O)OCc4ccc([N+](=O)[O-])cc4)=CCS[C@H]23)cs1

HCID88717897

未命名化合物

收率 180.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

溶剂HCID962

Water

H2O

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

2-(2-Formamidothiazol-4-yl)-2-cyclohexyloxyiminoacetic acid (syn isomer, 0.9 g.), N,N-dimethylformamide (266 mg.), phosphoryl chloride (557 mg.), tetrahydrofuran (20 ml.), 4-nitrobenzyl 7-amino-3-cephem-4-carboxylate (1.05 g.), acetone (3 ml.) and water (3 ml.) were treated in a similar manner to that of Example 15-(1) to give 4-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-cyclohexyliminoacetamido]-3-cephem-4-carboxylate (syn isomer, 1.69 g.).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4ffcef068e094370bd3a3af9134d9217
来源数据集: uspto-grants-1984_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04447430
来源说明: uspto-grants-1984_05

反应 SMILES

[CH:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:13]OC2CCCCC2)[C:10]([OH:12])=O)[N:8]=1)=[O:2].CN(C)C=O.P(Cl)(Cl)(Cl)=O.[NH2:31][CH:32]1[C:52](=[O:53])[N:34]2[C:35]([C:39]([O:41][CH2:42][C:43]3[CH:48]=[CH:47][C:46]([N+:49]([O-:51])=[O:50])=[CH:45][CH:44]=3)=[O:40])=[CH:36][CH2:37][S:38][C@H:33]12>O.CC(C)=O.O1CCCC1>[CH:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[N:13][CH:43]2[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]2)[C:10]([NH:31][CH:32]2[C:52](=[O:53])[N:34]3[C:35]([C:39]([O:41][CH2:42][C:43]4[CH:44]=[CH:45][C:46]([N+:49]([O-:51])=[O:50])=[CH:47][CH:48]=4)=[O:40])=[CH:36][CH2:37][S:38][C@H:33]23)=[O:12])[N:8]=1)=[O:2]