HRID1706830

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID175

Acetate

C2H3O2-

HCID12769266

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

$结构：CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OC3(C(=O)NC(N)=O)CCCC3)c3ccco3)[C@H]2SC1$

HCID12769247

未命名化合物

收率 85%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID679

Dimethyl sulfoxide

C2H6OS

2 次

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

This was prepared from 1-bromo-1-ureidocarbonylcyclopentane and (6R,7R)-3-acetoxymethyl-7-[Z-2-(fur-2-yl)-2-hydroxyiminoacetamido]-ceph-3-em-4-carboxylic acid sodium salt, in a similar manner to Example 2. [α]D22 +95° (c 0.55, DMSO), λmax (EtOH) 275 nm (ε16,500), νmax (Nujol) 3420, 3300 (NH, NH2), 3700-2100 (bonded OH), 1788 (β-lactam), 1735 (acetate), 1710, 1690, 1565, 1550 cm-1 (CONH, CONHCONH2), τ (DMSO d6) 7.92 (OAc), 4.95, 5.28 (dd J 13) (3 --CH2), 6.23, 6.49 (dd, J 18) (2 --CH2), 4.71 (d, J=5) (6 H), 4.09 (dd J=5, 8) (7 H), 0.02 (d, J=8) (CONH), 2.11, 3.19, 3.32 (furyl), 7.9-8.3 (cyclopentyl), 0.65 (CONHCO), 2.17, 2.64 (CONH2). Yield: 85%.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-84b2c82d75a844629ec99bab4614253f
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]1([C:7]([NH:9][C:10]([NH2:12])=[O:11])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]1.[Na+].[C:14]([O:17][CH2:18][C:19]1[CH2:20][S:21][C@@H:22]2[C@H:29]([NH:30][C:31](=[O:40])/[C:32](/[C:35]3[O:36][CH:37]=[CH:38][CH:39]=3)=[N:33]\[OH:34])[C:28](=[O:41])[N:23]2[C:24]=1[C:25]([O-:27])=[O:26])(=[O:16])[CH3:15].C([O-])(=O)C>CS(C)=O.CCO>[C:14]([O:17][CH2:18][C:19]1[CH2:20][S:21][C@@H:22]2[C@H:29]([NH:30][C:31](=[O:40])/[C:32](/[C:35]3[O:36][CH:37]=[CH:38][CH:39]=3)=[N:33]\[O:34][C:2]3([C:7]([NH:9][C:10]([NH2:12])=[O:11])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]3)[C:28](=[O:41])[N:23]2[C:24]=1[C:25]([OH:27])=[O:26])(=[O:16])[CH3:15]