HRID451906

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COC(=O)NCCO[C@@H](c1cccc(Cl)c1)[C@@H]1CCCN(C(=O)N[C@@H](CC2CCOCC2)CN(C)C(=O)OCC[Si](C)(C)C)C1

HCID68713077

未命名化合物

PRODUCTS

生成物

结构：COC(=O)NCCO[C@@H](c1ccccc1)[C@@H]1CCCN(C(=O)N[C@@H](CC2CCOCC2)CN(C)C(=O)OCC[Si](C)(C)C)C1

HCID68712425

未命名化合物

收率 21%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID9942167

Palladium hydroxide

H2O2Pd

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

A 50 mL flask was charged with methyl 2-((R)-(3-chlorophenyl)((R)-1-((S)-1-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate (100 mg, 0.15 mmol) and Pd(OH)2 (20 mg) dissolved in MeOH (5 mL) under H2. After stirring for 0.5 hr, the mixture was filtered, evaporated to give crude methyl 2-((R)—((R)-1-((S)-1-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propan-2-ylcarbamoyl)piperidin-3-yl)(phenyl)methoxy)ethylcarbamate (20 mg, 21%), which was used without further purification.

WORKUP

后处理

filtrationthe mixture was filtered
customevaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a12b4179123f4a50bb89f6504f25319b
来源数据集: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08487108B2
来源说明: uspto-grants-2013_07

反应 SMILES

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