Benzyl[3-({(2S)-2,5-bis[(tert-butoxycarbonyl)amino]pentyl}amino)-3-oxopropyl]carbamate → tert-Butyl {(4S)-5-[(3-aminopropanoyl)amino]-4-[(tert-butoxycarbonyl)amino]pentyl}carbamate

HRID 269675Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 269675
C(OC(=O)[NH:10][CH2:11][CH2:12][C:13]([NH:15][CH2:16][C@@H:17]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:18][CH2:19][CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:14])C1C=CC=CC=1>[Pd].C(O)C>[C:25]([O:24][C:22](=[O:23])[NH:21][CH2:20][CH2:19][CH2:18][C@H:17]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:16][NH:15][C:13](=[O:14])[CH2:12][CH2:11][NH2:10])([CH3:27])([CH3:28])[CH3:26]

Komponenten

4

Edukt 1

HCID 131727169Benzyl[3-({(2S)-2,5-bis[(tert-butoxycarbonyl)amino]pentyl}amino)-3-oxopropyl]carbamate

Produkt 1

HCID 86625291tert-Butyl {(4S)-5-[(3-aminopropanoyl)amino]-4-[(tert-butoxycarbonyl)amino]pentyl}carbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

40 mg of palladium on activated carbon (10%) are added to a mixture of 0.215 g (0.41 mmol) of the compound from Example 242A in 10 ml of ethanol, and the mixture is then hydrogenated under atmospheric pressure for 12 h. The reaction mixture is filtered through kieselguhr, and the filtrate is concentrated in vacuo and dried under high vacuum. The crude product is reacted without further purification.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered through kieselguhr
  2. concentrationthe filtrate is concentrated in vacuo
  3. customdried under high vacuum
  4. customThe crude product is reacted without further purification

Quellen und Nachweise

ORD-Eintrag
ord-1e3b562907fd4facb4e26f4934f28859
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446102B2

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