diethyl(S)-2-(4-nitrophthalimido)glutarate → diethyl(S)-2-(4-aminophthalimido)glutarate

HRID 23898노트

반응식

HRID 23898 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[N:10]([C@@H:13]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:8](=[O:9])[C:7]2=[CH:26][CH:27]=1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[N:10]([C@@H:13]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:8](=[O:9])[C:7]2=[CH:26][CH:27]=1

참가 물질

4

반응물 1

HCID 10429715diethyl(S)-2-(4-nitrophthalimido)glutarate

생성물 1

HCID 10043327diethyl(S)-2-(4-aminophthalimido)glutarate수율 88.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A suspension of diethyl (S)-2-(4-nitrophthalimido)glutarate (35.6 g, 94.1 mmol) and 10% palladium on carbon (0.5 g) (Aldrich) in ethanol (200 ml) was shaken under a hydrogen atmosphere (40-50 psi) for 26 hours. The solution was filtered through celite and concentrated in vacuo. The residue was purified by chromatography on silica gel (250 g) eluting with diethyl ether:hexane (4:1) to give diethyl (S)-2-(4-aminophthalimido)glutarate as a viscous yellow oil (29.1 g).

후처리

  1. filtrationThe solution was filtered through celite and
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by chromatography on silica gel (250 g)
  4. washeluting with diethyl ether:hexane (4:1)

출처 및 근거

ORD 기록
ord-88bcbd5f98424f508a994376df120bac
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855712B2

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