HRID1444628

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID168937

Lithium hydroxide hydrate

H3LiO2

结构：COC(=O)CCn1c(-c2ccccc2NC(=O)OC(C)(C)C)c(C2CCCCC2)c2ccc(C(=O)OC)cc21

HCID68693096

未命名化合物

PRODUCTS

生成物

结构：COC(=O)c1ccc2c(C3CCCCC3)c(-c3ccccc3NC(=O)OC(C)(C)C)n(CCC(=O)O)c2c1

HCID68693221

未命名化合物

收率 81%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID21881883

Oxolane--water (1/1)

C4H10O2

PROCEDURE

实验过程

1.1 eq of lithium hydroxide monohydrate was added to a solution of methyl 2-{2-[(tert-butoxycarbonyl) amino]phenyl}-3-cyclohexyl-1-(3-methoxy-3-oxopropyl)-1H-indole-6-carboxylate in a mixture THF:H2O (4:1; 0.1 M). The mixture was stirred at RT for 1.5 h. The reaction was quenched with 1 N HCl and the solvent evaporated in vacuo. The residue was washed with the minimum amount of Et2O and the resultant precipitate filtered to obtain the title compound as a white solid (81%); MS (ES+) m/z 521 (M+H)+.

WORKUP

后处理

customThe reaction was quenched with 1 N HCl
customthe solvent evaporated in vacuo
washThe residue was washed with the minimum amount of Et2O
filtrationthe resultant precipitate filtered

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-2615390521444e52aaa76449f941883c
来源数据集: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07662809B2
来源说明: uspto-grants-2010_02

反应 SMILES

O.[OH-].[Li+].[C:4]([O:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[N:19]([CH2:37][CH2:38][C:39]([O:41]C)=[O:40])[C:20]2[C:25]([C:26]=1[CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1)=[CH:24][CH:23]=[C:22]([C:33]([O:35][CH3:36])=[O:34])[CH:21]=2)=[O:10])([CH3:7])([CH3:6])[CH3:5]>C1COCC1.O>[C:4]([O:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[N:19]([CH2:37][CH2:38][C:39]([OH:41])=[O:40])[C:20]2[C:25]([C:26]=1[CH:27]1[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1)=[CH:24][CH:23]=[C:22]([C:33]([O:35][CH3:36])=[O:34])[CH:21]=2)=[O:10])([CH3:7])([CH3:5])[CH3:6]