HRID1436116

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7268

Diethyl oxalate

C6H10O4

结构：C[C@@H](O[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)[C@H](NCCO)c1cc(F)c(F)c(F)c1

HCID68907388

未命名化合物

PRODUCTS

生成物

结构：C[C@@H](O[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)[C@@H](c1cc(F)c(F)c(F)c1)N1CCOC(=O)C1=O

HCID68909384

未命名化合物

PROCEDURE

实验过程

A solution of 2-[(1R,2R)-2-tert-butyldiphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propylamino]ethanol (102 mg) in diethyl oxalate (2 ml) was stirred at 170° C. for one hour and 30 minutes. Diethyl oxalate was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (heptane:ethyl acetate 9:1 to 6:1) to obtain 48 mg of the title compound.

WORKUP

后处理

customDiethyl oxalate was evaporated under reduced pressure
customthe resulting residue was purified by silica gel column chromatography (heptane:ethyl acetate 9:1 to 6:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ea5e28507b62453790cb70d841ccd19c
来源数据集: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07618960B2
来源说明: uspto-grants-2009_11

反应 SMILES

[Si:1]([O:18][C@H:19]([CH3:34])[C@H:20]([NH:30]CCO)[C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[C:23]([F:29])[CH:22]=1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:35]([O:42][CH2:43][CH3:44])(=[O:41])[C:36]([O:38]CC)=O>>[Si:1]([O:18][C@H:19]([CH3:34])[C@H:20]([N:30]1[CH2:44][CH2:43][O:42][C:35](=[O:41])[C:36]1=[O:38])[C:21]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[C:23]([F:29])[CH:22]=1)([C:14]([CH3:15])([CH3:16])[CH3:17])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1