Methanol → rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid 4-carboxy-phenyl ester

HRID 2065430ノート

反応式

HRID 2065430 の反応式
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]([N:14]2[CH2:18][CH:17]([CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])[C:16]3([C:31]4[C:26](=[CH:27][C:28]([Cl:32])=[CH:29][CH:30]=4)[NH:25][C:24]3=[O:33])[CH:15]2[C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[C:35]=2[F:41])=[O:13])=[CH:7][CH:6]=1)=[O:4].[Li+].[OH-].CO>O1CCCC1.O>[C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]([N:14]2[CH2:18][CH:17]([CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])[C:16]3([C:31]4[C:26](=[CH:27][C:28]([Cl:32])=[CH:29][CH:30]=4)[NH:25][C:24]3=[O:33])[CH:15]2[C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[C:35]=2[F:41])=[O:13])=[CH:7][CH:6]=1)([OH:4])=[O:2]

参加物

6

反応物 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 67337314rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid 4-methoxycarbonyl-phenyl ester

生成物 1

HCID 67337713rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid 4-carboxy-phenyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

In a manner similar to the method described in Example 13, rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid 4-methoxycarbonyl-phenyl ester (10 mg, 0.02 mmol) was heated with aqueous LiOH (4 mg, 0.2 mmol) in tetrahydrofuran (3 mL), water (3 mL), and methanol (1 mL) at room temperature for 18 h to give rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid 4-carboxy-phenyl ester as a white solid (Yield, 8 mg, 82%).

後処理

  1. customto give

出典と根拠

ORDレコード
ord-9f95590469ae44e29c54a2fc2a87a1f6
出典データセット
uspto-grants-2012_10
特許番号
US08288431B2

反応ノート

読み込み中…