Di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-(4-nitrobenzyl)-L-glutamate → Di-tert-butyl (4S)-4-(4-aminobenzyl)-N-(tert-butoxycarbonyl)-L-glutamate

HRID 591260ノート

反応式

HRID 591260 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:10][C@H:11]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-])=O)=[CH:22][CH:21]=1)[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[NH2:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][C@H:11]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:10][C@@H:9]([C:29]([O:31][C:32]([CH3:33])([CH3:34])[CH3:35])=[O:30])[NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[CH:25][CH:24]=1

参加物

4

反応物 1

HCID 89136291Di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-(4-nitrobenzyl)-L-glutamate

生成物 1

HCID 89136283Di-tert-butyl (4S)-4-(4-aminobenzyl)-N-(tert-butoxycarbonyl)-L-glutamate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To 2.35 g (4.3 mmol) di-tert-butyl (4S)—N-(tert-butoxycarbonyl)-4-(4-nitrobenzyl)-L-glutamate in 50 mL methanol and under argon atmosphere palladium (10% on charcoal) was added and the suspension hydrogenated overnight at room temperature. The reaction mixture was filtered, the solvent evaporated and the residue was chromatographed on silica gel using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated.

後処理

  1. customthe suspension hydrogenated overnight
  2. customat room temperature
  3. filtrationThe reaction mixture was filtered
  4. customthe solvent evaporated
  5. customthe residue was chromatographed on silica gel using a hexane/ethyl acetate gradient
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-3afdcd2b3bb3487390f10fab5d309632
出典データセット
uspto-grants-2016_01
特許番号
US09238631B2

反応ノート

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