HRID1476331

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8472

Trimethyl phosphite

C3H9O3P

结构：CCOC(=O)c1ccc(N2CCC([C@@H](O)c3ccccc3-c3ccc(Cl)cc3)CC2)cc1

HCID56650671

未命名化合物

2 次

结构：CCOC(=O)c1ccc(N2CCC([C@@H](OP(=O)(OCC)OCC)c3ccccc3-c3ccc(Cl)cc3)CC2)cc1

HCID58080102

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)c1ccc(N2CCC([C@@H](OP(=O)(OC)OC)c3ccccc3-c3ccc(Cl)cc3)CC2)cc1

HCID58080150

未命名化合物

收率 67%

PROCEDURE

实验过程

A similar procedure to that described for INTERMEDIATE 119 utilizing (R)-ethyl 4-(4-((4′-chlorobiphenyl-2-yl)(hydroxy)methyl)piperidin-1-yl)benzoate (INTERMEDIATE 11A, 600 mg, 1.33 mmol) and trimethyl phosphite (0.473 ml, 4.0 mmol) as starting material was followed, with subsequent purification by column chromatography (ISCO, 0→100% EtOAc/hexane over 24 minutes) to give the title compound (500 mg, yield: 67%). The title compound was used in the preparation of INTERMEDIATE 122 without further purification.

WORKUP

后处理

customwas followed, with subsequent purification by column chromatography (ISCO, 0→100% EtOAc/hexane over 24 minutes)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-af0cbcf05a84433995ad246100734463
来源数据集: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09018381B2
来源说明: uspto-grants-2015_04

反应 SMILES

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C@H:14]([O:32][P:33]([O:38][CH2:39]C)([O:35][CH2:36]C)=[O:34])[CH:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:31]=[CH:30][C:24]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)=[CH:4][CH:3]=1.ClC1C=CC(C2C=CC=CC=2[C@H](O)C2CCN(C3C=CC(C(OCC)=O)=CC=3)CC2)=CC=1.P(OC)(OC)OC>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C@H:14]([O:32][P:33]([O:35][CH3:36])([O:38][CH3:39])=[O:34])[CH:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:31]=[CH:30][C:24]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)=[CH:4][CH:3]=1