Di-tert-butyl (4S)-4-{4-[3-(benzyloxy)propyl]benzyl}-N-(tert-butoxycarbonyl)-L-glutamate → Di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-[4-(3-hydroxypropyl)benzyl]-L-glutamate

HRID 591267Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591267
C([O:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:43]=[CH:42][C:15]([CH2:16][C@H:17]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:18][C@@H:19]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[CH:14][CH:13]=1)C1C=CC=CC=1>CO.[Pd]>[C:24]([O:23][C:21]([NH:20][C@H:19]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:18][C@H:17]([CH2:16][C:15]1[CH:42]=[CH:43][C:12]([CH2:11][CH2:10][CH2:9][OH:8])=[CH:13][CH:14]=1)[C:35]([O:37][C:38]([CH3:40])([CH3:39])[CH3:41])=[O:36])=[O:22])([CH3:25])([CH3:26])[CH3:27]

Komponenten

4

Edukt 1

HCID 131734509Di-tert-butyl (4S)-4-{4-[3-(benzyloxy)propyl]benzyl}-N-(tert-butoxycarbonyl)-L-glutamate

Produkt 1

HCID 70957093Di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-[4-(3-hydroxypropyl)benzyl]-L-glutamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 23938PalladiumLösungsmittel

Versuchsvorschrift

To a solution of 690 mg (1.15 mmol) di-tert-butyl (4S)-4-{4-[3-(benzyloxy)propyl]benzyl}-N-(tert-butoxycarbonyl)-L-glutamate in 17 mL of methanol, palladium (10% on charcoal) was added and the suspension was stirred overnight at room temperature under a hydrogen atmosphere. The mixture was filtered over celite, and the solvent was evaporated. The remaining material was used without purification.

Aufarbeitung

  1. filtrationThe mixture was filtered over celite
  2. customthe solvent was evaporated
  3. customThe remaining material was used without purification

Quellen und Nachweise

ORD-Eintrag
ord-18cb67082fdf47aba5c32b399b2581a9
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238631B2

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