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 591260노트

반응식

HRID 591260 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3afdcd2b3bb3487390f10fab5d309632
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238631B2

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