di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-{(E)-3-[4-(3-hydroxypropyl)phenyl]prop-2-en-1-yl}-L-glutamate → Di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-{3-[4-(3-hydroxypropyl)phenyl]propyl}-L-glutamate

HRID 591289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591289
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:10][C@H:11]([CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH2:30][OH:31])=[CH:24][CH:23]=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]>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:10][C@H:11]([CH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH2:30][OH:31])=[CH:24][CH:23]=1)[C:12]([O:14][C:15]([CH3:16])([CH3:17])[CH3:18])=[O:13])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Komponenten

4

Edukt 1

HCID 89136299di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-{(E)-3-[4-(3-hydroxypropyl)phenyl]prop-2-en-1-yl}-L-glutamate

Produkt 1

HCID 70957113Di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-{3-[4-(3-hydroxypropyl)phenyl]propyl}-L-glutamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 316 mg (0.59 mmol) di-tert-butyl (4S)—N-(tert-butoxycarbonyl)-4-{(E)-3-[4-(3-hydroxypropyl)phenyl]prop-2-en-1-yl}-L-glutamate in 29 mL of methanol, palladium (10% on charcoal, 126 mg) 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-a59b87b5888545aca007ada5ec615314
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238631B2

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