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1-[2-(2-Benzyloxycarbonylamino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydroindole-2-carboxylic acid tert-butyl ester → 1-[2-(2-Amino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydro-indole-2-carboxylic acid tert-butyl ester

HRID 917799
ノート
印刷プレビュー

反応式

HRID 917799 の反応式
[C:1]([O:5][C:6]([CH:8]1[CH2:16][CH:15]2[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14]2)[N:9]1[C:17](=[O:44])[CH:18]([NH:23][C:24](=[O:43])[CH:25]([NH:32]C(OCC1C=CC=CC=1)=O)[CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)[C:19]([CH3:22])([CH3:21])[CH3:20])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([CH:8]1[CH2:16][CH:15]2[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14]2)[N:9]1[C:17](=[O:44])[CH:18]([NH:23][C:24](=[O:43])[CH:25]([NH2:32])[CH:26]1[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1)[C:19]([CH3:22])([CH3:21])[CH3:20])=[O:7])([CH3:2])([CH3:3])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 684942111-[2-(2-Benzyloxycarbonylamino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydroindole-2-carboxylic acid tert-butyl ester

生成物 1

HCID 684969241-[2-(2-Amino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydro-indole-2-carboxylic acid tert-butyl ester収率 100%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 702Ethanol溶媒

実験手順

CBz ester 15b (3.0 g, 4.9 mmol) was stirred in EtOH (25 mL) and charged with 300 mg 10%Pd(OH)2/C. H2 gas was bubbled into the suspension until the reaction was complete. Catalyst was removed by filtration and the filtrate concentrated in vacuo to give 1-[2-(2-amino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydro-indole-2-carboxylic acid tert-butyl ester 16b (2.34 g, 4.9 mmol, 100%) which was used as is in the next step without further purification.

後処理

  1. customH2 gas was bubbled into the suspension until the reaction
  2. customCatalyst was removed by filtration
  3. concentrationthe filtrate concentrated in vacuo

出典と根拠

ORDレコード
ord-4f360f164b12416aa67c2e648c20122c
出典データセット
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07273885B2

反応ノート

読み込み中…

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