HRID1757937

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID76113

Silane, bromotrimethyl-

C3H9BrSi

结构：CCOC(=O)C(OC(=O)C1CC(c2ccccc2)=NN1C(=O)CP(=O)(CCCCc1ccccc1)OCC)OC(=O)C(C)(C)C

HCID57251309

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)C(OC(=O)C1CC(c2ccccc2)=NN1C(=O)CP(=O)(O)CCCCc1ccccc1)OC(=O)C(C)(C)C

HCID57190243

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

A solution of 2.0 g of the diester product from part (b) in 25 ml. of dry dichloromethane under argon is treated at ambient temperature with 0.6 g. of bromotrimethylsilane. After stirring overnight, the volatiles are removed in vacuo and the residue, dissolved in ethyl acetate, is washed with 5% sodium dihydrogen phosphate, water and saturated brine. The organic fraction is dried (MgSO4) and concentrated in vacuo. The residue is triturated with acetonitrile or purified by flash chromatography to give (+)-4,5-dihydro-1-[[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-3-phenyl-1H-pyrazole-5-carboxylic acid, 1-(2,2-dimethyl-1-oxopropoxy)-2-ethoxy-2-oxoethyl ester.

WORKUP

后处理

customthe volatiles are removed in vacuo
dissolutionthe residue, dissolved in ethyl acetate
washis washed with 5% sodium dihydrogen phosphate, water and saturated brine
dry with materialThe organic fraction is dried (MgSO4)
concentrationconcentrated in vacuo
customThe residue is triturated with acetonitrile
custompurified by flash chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-94d92859dd0d4c0dbf340223e507c58b
来源数据集: uspto-grants-1983_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04371526
来源说明: uspto-grants-1983_02

反应 SMILES

C([O:3][P:4]([CH2:16][C:17]([N:19]1[CH:23]([C:24]([O:26][CH:27]([O:33][C:34](=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36])[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:25])[CH2:22][C:21]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[N:20]1)=[O:18])([CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:5])C.Br[Si](C)(C)C>ClCCl>[OH:5][P:4]([CH2:16][C:17]([N:19]1[CH:23]([C:24]([O:26][CH:27]([O:33][C:34](=[O:39])[C:35]([CH3:37])([CH3:38])[CH3:36])[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[O:25])[CH2:22][C:21]([C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)=[N:20]1)=[O:18])([CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:3]