HRID345258

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID12833475

(2-Nitrophenyl)methyl oxoacetate

C9H7NO5

结构：CC(=O)OCC[C@@H]1NC(=O)[C@H]1C(C)NC(=O)OCc1ccccc1[N+](=O)[O-]

HCID131714341

未命名化合物

PRODUCTS

生成物

结构：CC(=O)OCC[C@H]1[C@H](C(C)NC(=O)OCc2ccccc2[N+](=O)[O-])C(=O)N1C(O)C(=O)OCc1ccccc1[N+](=O)[O-]

HCID131714340

未命名化合物

收率 87%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID241

Benzene

C6H6

PROCEDURE

实验过程

Ortho-nitrobenzyl glyoxalate prepared from (0.650 g, 0.00153 mole) of di-o-nitrobenzyl tartarate, is dissolved in 20 ml benzene and refluxed using a Dean-Stark water separator containing CaH2 for an hour. Trans-3-(1-o-nitrobenzyloxycarbonylaminoethyl)-4-(2-acetoxyethyl)-2-azetidinone (0.580 g, 0.00153 mole) is added and the mixture is refluxed for 8 hrs, cooled, evaporated. The residue is column chromatographed (silica gel, ##STR222## to give 0.775 g (0.00132 mole, 87% yield) of the product.

WORKUP

后处理

temperaturerefluxed
additionseparator containing CaH2 for an hour
temperaturethe mixture is refluxed for 8 hrs
temperaturecooled
customevaporated
customchromatographed (silica gel, ##STR222##

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-38c0787aee6c42139814b7860ad8dbc5
来源数据集: uspto-grants-1991_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05055573
来源说明: uspto-grants-1991_10

反应 SMILES

[C:1]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14])(=[O:4])[CH:2]=[O:3].O.[N+:17]([C:20]1[CH:43]=[CH:42][CH:41]=[CH:40][C:21]=1[CH2:22][O:23][C:24]([NH:26][CH:27]([C@H:29]1[C@H:32]([CH2:33][CH2:34][O:35][C:36](=[O:38])[CH3:37])[NH:31][C:30]1=[O:39])[CH3:28])=[O:25])([O-:19])=[O:18]>C1C=CC=CC=1>[N+:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH2:6][O:5][C:1]([CH:2]([OH:3])[N:31]1[C@@H:32]([CH2:33][CH2:34][O:35][C:36](=[O:38])[CH3:37])[C@H:29]([CH:27]([NH:26][C:24]([O:23][CH2:22][C:21]2[CH:40]=[CH:41][CH:42]=[CH:43][C:20]=2[N+:17]([O-:19])=[O:18])=[O:25])[CH3:28])[C:30]1=[O:39])=[O:4])([O-:15])=[O:14]