Ethanol → (3R,4S)-4-(3',4'-Dichlorobiphenyl-4-yloxy)-1-pyridin-3-yl-pentan-3-ol oxalic acid salt

HRID 379996

反応式

[Cl:1][C:2]1[CH:3]=[C:4](I)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH2:10]([OH:12])C.[C:13](=[O:16])([O-:15])[O-].[Na+].[Na+].[Si]([O:26][C@H:27]([CH2:40][CH2:41][C:42]1[CH:43]=[N:44][CH:45]=[CH:46][CH:47]=1)[C@H:28]([CH3:39])[O:29][C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1)(C(C)(C)C)(C)C>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1>[C:10]([OH:12])(=[O:26])[C:13]([OH:15])=[O:16].[Cl:1][C:2]1[CH:3]=[C:4]([C:33]2[CH:32]=[CH:31][C:30]([O:29][C@@H:28]([CH3:39])[C@H:27]([OH:26])[CH2:40][CH2:41][C:42]3[CH:43]=[N:44][CH:45]=[CH:46][CH:47]=3)=[CH:35][CH:34]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

反応条件

温度: 120 °C

実験手順

Prepared according to the method described in Example 12b) from 3,4-dichloro-iodobenzene (0.273 g), ethanol (2 ml), toluene (5 ml), 2M aqueous sodium carbonate (0.5 ml), (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (0.2 g, Example 11)), and tetrakis(triphenylphosphine)palladium (0) (0.025 g) with heating at 120° C. for 4 hours. After work-up, the residue was purified by normal-phase HPLC eluting a gradient of 0-25% ethanol in dichloromethane to give the title compound which was converted to the oxalic acid salt by treatment with a saturated ethereal solution of oxalic acid to give the title compound as a solid (0.229 g).

後処理

customPrepared
customAfter work-up, the residue was purified by normal-phase HPLC
washeluting a gradient of 0-25% ethanol in dichloromethane

出典と根拠

ORDレコード: ord-8677ff71aeef43949c2df2e6e17dcd30
出典データセット: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06300352B1

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 2

反応条件

実験手順

後処理

出典と根拠

関連ノート