HRID1171154

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID3939

Lithium hydroxide anhydrous

HLiO

结构：COC(=O)c1ccc(-c2cc(Cl)c(C[C@@H]3CCN(C4CCN(C(=O)OC(C)(C)C)CC4)C3=O)c(Cl)c2)cc1

HCID66671551

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCC(N2CC[C@@H](Cc3c(Cl)cc(-c4ccc(C(=O)O)cc4)cc3Cl)C2=O)CC1

HCID66671648

未命名化合物

收率 96.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Treat a solution of 4-[(R)-3-(3,5-Dichloro-4′-methoxycarbonyl-biphenyl-4-ylmethyl)-2-oxo-pyrrolidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (Preparation 16) (0.4 g, 0.7 mmol) in THF (5 mL) with 1N aqueous LiOH (3.6 mL). Stir the reaction overnight at room temperature. Quench the reaction with 1N HCl and extract with EtOAc. Wash the organic with brine, dry over MgSO4, and filter. Remove the solvent to afford 0.37 g (96%) of desired product. MS (m/e): 569 (M+Na+).

WORKUP

后处理

customthe reaction overnight at room temperature
customQuench
customthe reaction with 1N HCl
extractionextract with EtOAc
washWash the organic with brine
dry with materialdry over MgSO4
filtrationfilter
customRemove the solvent

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b9ef3053c82c43428c0160c2779a4116
来源数据集: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07829582B2
来源说明: uspto-grants-2010_11

反应 SMILES

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:18][CH2:17][C@@H:16]([CH2:19][C:20]3[C:25]([Cl:26])=[CH:24][C:23]([C:27]4[CH:32]=[CH:31][C:30]([C:33]([O:35]C)=[O:34])=[CH:29][CH:28]=4)=[CH:22][C:21]=3[Cl:37])[C:15]2=[O:38])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:18][CH2:17][C@@H:16]([CH2:19][C:20]3[C:21]([Cl:37])=[CH:22][C:23]([C:27]4[CH:28]=[CH:29][C:30]([C:33]([OH:35])=[O:34])=[CH:31][CH:32]=4)=[CH:24][C:25]=3[Cl:26])[C:15]2=[O:38])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]