Bromopentamethylbenzene → Racemic 3-{4-[1-(2,3,4,5,6-pentamethyl-phenoxy)-5,5,5-trifluoro-pentyl]-benzoylamino}-propionic acid

反応式

C[O:2][C:3](=[O:39])[CH2:4][CH2:5][NH:6][C:7](=[O:38])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([O:22][C:23]2[CH:28]=[CH:27]C(B3OC(C)(C)C(C)(C)O3)=[CH:25][CH:24]=2)[CH2:15][CH2:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[CH:10][CH:9]=1.Br[C:41]1[C:46](C)=C(C)[C:44](C)=[C:43](C)[C:42]=1[CH3:51]>>[CH3:27][C:28]1[C:43]([CH3:44])=[C:42]([CH3:51])[C:41]([CH3:46])=[C:24]([CH3:25])[C:23]=1[O:22][CH:14]([C:11]1[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:2])=[O:39])=[O:38])=[CH:13][CH:12]=1)[CH2:15][CH2:16][CH2:17][C:18]([F:19])([F:21])[F:20]

参加物

反応物 2

HCID 78831Bromopentamethylbenzene

HCID 671534183-(4-{5,5,5-Trifluoro-1-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-pentyl}-benzoylamino)-propionic acid methyl ester

生成物 1

HCID 87288608Racemic 3-{4-[1-(2,3,4,5,6-pentamethyl-phenoxy)-5,5,5-trifluoro-pentyl]-benzoylamino}-propionic acid

実験手順

The title compound is prepared in a manner substantially similar to Example 359 starting from 3-(4-{5,5,5-trifluoro-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-pentyl}-benzoylamino)-propionic acid methyl ester and 1-bromo-2,3,4,5,6-pentamethyl-benzene. MS: 554.2 [M−H]−.

出典と根拠

ORDレコード: ord-90e90cf652a34964b18496a3a8368406
出典データセット: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07816557B2

反応ノート

読み込み中…