HRID1706831

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID702

Ethanol

C2H6O

HCID20334456

未命名化合物

$结构：CC(=O)OCC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)/C(=N\O)c3ccco3)[C@H]2SC1.[Na+]$

HCID23694123

未命名化合物

PRODUCTS

生成物

$结构：CNC(=O)NC(=O)C(C)(C)O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(COC(C)=O)CS[C@H]12)c1ccco1$

HCID12769251

未命名化合物

收率 76%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID679

Dimethyl sulfoxide

C2H6OS

2 次

PROCEDURE

实验过程

This compound was prepared from 1-(2-bromo-2-methylpropionyl)-3-methylurea and (6R,7R)-3-acetoxymethyl-7-[Z-2-(fur-2-yl)-2-hydroxyiminoacetamido]-ceph-3-em-4-carboxylic acid sodium salt by the method described in Example 1. [α]D22 +84.6° (c 0.65, DMSO), λmax (EtOH) 274 nm (ε 16,900), νmax (Nujol) 3340 (NH), 3700-2100 (bonded OH), 1790 (β-lactam), 1740 (OCOCH3), 1700 (CO2H), 1690, 1540 cm-1 (--CONH--, --CONHCONH--), τ (DMSO d6) 2.25, 3.2, 3.35 (fur-2-yl), 8.51, 8.52 (C(Me)2), 0.5 (--CONHCO), 1.75 (CONHMe), 7.28 (CONHMe), 4.1 (7 H), 4.75 (6 H), 6.28, 6.50 (2 CH2), 4.97, 5.29 (3 CH2), 7.9 (OCOCH3). Yield: 76%.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a2ab8c885f2b491687779ef65163019f
来源数据集: uspto-grants-1980_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04208517
来源说明: uspto-grants-1980_06

反应 SMILES

Br[C:2]([CH3:11])([CH3:10])[C:3]([NH:5][C:6]([NH:8][CH3:9])=[O:7])=[O:4].[Na+].[C:13]([O:16][CH2:17][C:18]1[CH2:19][S:20][C@@H:21]2[C@H:28]([NH:29][C:30](=[O:39])/[C:31](/[C:34]3[O:35][CH:36]=[CH:37][CH:38]=3)=[N:32]\[OH:33])[C:27](=[O:40])[N:22]2[C:23]=1[C:24]([O-:26])=[O:25])(=[O:15])[CH3:14].CCO>CS(C)=O>[C:13]([O:16][CH2:17][C:18]1[CH2:19][S:20][C@@H:21]2[C@H:28]([NH:29][C:30](=[O:39])/[C:31](/[C:34]3[O:35][CH:36]=[CH:37][CH:38]=3)=[N:32]\[O:33][C:2]([C:3]([NH:5][C:6]([NH:8][CH3:9])=[O:7])=[O:4])([CH3:11])[CH3:10])[C:27](=[O:40])[N:22]2[C:23]=1[C:24]([OH:26])=[O:25])(=[O:15])[CH3:14]