HRID1944920

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C)(C)[Si](C)(C)O[C@@H](CBr)c1ccc(OCc2ccccc2)c2[nH]c(=O)ccc12

HCID15606253

5-[(1R)-2-Bromo-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-8-(phenylmethoxy)-2(1H)-quinolinone

C24H30BrNO3Si

HCID57516949

未命名化合物

PRODUCTS

生成物

结构：COC(=O)c1cccc(CC(C)(C)NC[C@H](O[Si](C)(C)C(C)(C)C)c2ccc(OCc3ccccc3)c3[nH]c(=O)ccc23)c1

HCID58505217

未命名化合物

收率 49%

CONDITIONS

反应条件

温度: 95 °C

PROCEDURE

实验过程

Methyl 3-(2-amino-2-methylpropyl)benzoate (1 g, 4.82 mmol) was added to (R)-8-(benzyloxy)-5-(2-bromo-1-((tert-butyldimethylsilyl)oxy)ethyl)quinolin-2(1H)-one (1.57 g, 3.22 mmol) neat. The resulting mixture was heated to 95° C. for 3 d then cooled. Chromatography (1:3, hexanes/EtOAc) afforded the title compound (970 mg, 49%) as light yellow oil. ES/MS calcd. for C36H47N2O5Si+ 615.3. Found m/z=615.3 (M+H)+.

WORKUP

后处理

temperaturethen cooled

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7dcbadfcbab943d29f17e384fa9bc7ad
来源数据集: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08394829B2
来源说明: uspto-grants-2013_03

反应 SMILES

[NH2:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8].[CH2:16]([O:23][C:24]1[CH:25]=[CH:26][C:27]([C@@H:35]([O:38][Si:39]([C:42]([CH3:45])([CH3:44])[CH3:43])([CH3:41])[CH3:40])[CH2:36]Br)=[C:28]2[C:33]=1[NH:32][C:31](=[O:34])[CH:30]=[CH:29]2)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([O:23][C:24]1[CH:25]=[CH:26][C:27]([C@@H:35]([O:38][Si:39]([C:42]([CH3:43])([CH3:45])[CH3:44])([CH3:41])[CH3:40])[CH2:36][NH:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]2[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=2)[C:7]([O:9][CH3:10])=[O:8])=[C:28]2[C:33]=1[NH:32][C:31](=[O:34])[CH:30]=[CH:29]2)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1