HRID2373779

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2734660

3-Chloro-4-fluorophenylboronic acid

C6H5BClFO2

结构：COC(=O)[C@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)c1ccc(O)c(Br)c1

HCID69205128

未命名化合物

HCID86597135

未命名化合物

PRODUCTS

生成物

结构：COC(=O)[C@H](Cc1ccc(-c2ccccc2)cc1)NC(=O)c1cc(-c2ccc(F)c(Cl)c2)ccc1O

HCID11386560

未命名化合物

PROCEDURE

实验过程

The resin-bound 3-(biphenyl-4-yl)-(2S)-(5-bromo-4-hydroxy-benzoylamino)-propionic acid methyl ester (50 mg, 0.3 mmol) was reacted with 3-chloro-4-fluorophenylboronic acid (240 mg, 1.5 mmol) following general procedure D, cleaved with TMSBr/TFA/DCM (1:1:5) at rt for 4 h. The residue obtained after removing the solvent was purified by chromatography to give 35 mg of title compound.

WORKUP

后处理

customThe residue obtained
customafter removing the solvent
customwas purified by chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-937c882b8d5c438cb8e446fa8bc2c15f
来源数据集: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07459472B2
来源说明: uspto-grants-2008_12

反应 SMILES

[CH3:1][O:2][C:3](=[O:29])[C@@H:4]([NH:18][C:19](=[O:28])[C:20]1[CH:25]=[C:24](Br)[C:23](O)=[CH:22][CH:21]=1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:7]=1.[Cl:30][C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][C:36]=1[F:37].C[Si](Br)(C)C.C(O)(C(F)(F)F)=[O:47].C(Cl)Cl>>[CH3:1][O:2][C:3](=[O:29])[C@@H:4]([NH:18][C:19]([C:20]1[CH:21]=[C:22]([C:33]2[CH:34]=[CH:35][C:36]([F:37])=[C:31]([Cl:30])[CH:32]=2)[CH:23]=[CH:24][C:25]=1[OH:47])=[O:28])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:7]=1