HRID1953048

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C)(C)OC(=O)N1C(=O)C(c2ccc(OCc3ccccc3)cc2)=C[C@@H]1CO[Si](C)(C)C(C)(C)C

HCID10791798

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1C(=O)[C@H](c2ccc(OCc3ccccc3)cc2)C[C@@H]1CO[Si](C)(C)C(C)(C)C

HCID10839455

未命名化合物

收率 100%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID9942167

Palladium hydroxide

H2O2Pd

溶剂HCID8058

n-Hexane

C6H14

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

A solution of (5R)-3-(4-benzyloxyphenyl)-5-(tert-butyldimethylsilanyloxymethyl)-2-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester (2.0 g, 3.92 mmol) in ethyl acetate (40 mL) and hexane (40 mL) was treated with 20% palladium hydroxide on carbon (200 mg) and hydrogenated in a Parr™ shaker at 3 atmospheres pressure for 2 hours. The catalyst was removed by filtration and the solvent was evaporated to provide the title compound as a yellow oil (2.0 g, 100%).

WORKUP

后处理

customThe catalyst was removed by filtration
customthe solvent was evaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c078ccac967d4667aa646943a542ca2b
来源数据集: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06114361
来源说明: uspto-grants-2000_09

反应 SMILES

[C:1]([O:5][C:6]([N:8]1[C@@H:12]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH:11]=[C:10]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:24][CH:23]=2)[C:9]1=[O:36])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.CCCCCC.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([N:8]1[C@@H:12]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH2:11][C@@H:10]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)=[CH:24][CH:23]=2)[C:9]1=[O:36])=[O:7])([CH3:2])([CH3:3])[CH3:4]