HCID 178451026, Verbindung → HCID 178451021, Verbindung

HRID 1289256Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1289256
C(OC([NH:11][C@@H:12]([C:22]1[NH:26][N:25]=[N:24][N:23]=1)[CH2:13][CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@@H:12]([C:22]1[NH:26][N:25]=[N:24][N:23]=1)[CH2:13][CH2:14][C:15]([O:17][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:16]

Komponenten

4

Edukt 1

HCID 178451026HCID 178451026, Verbindung

Produkt 1

HCID 178451021HCID 178451021, VerbindungAusbeute 91,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of tert-butyl (4R)-4-(benzyloxycarbonylamino)-4-(tetrazol-5-yl)-butyrate (1.2 g, 3.32 mmol) in ethanol (77 ml) was stirred with 10% Pd-C (0.166 g) under a hydrogen atmosphere at ambient temperature for 16 hours. The catalyst was removed by filtration and the filtrate evaporated. Dichloromethane was added to the residue and evaporated and the resulting solid was triturated with hexane and dried to give tert-butyl (4R)-4-amino-4-(tetrazol-5-yl)butyrate (0.687 g, 91%), m.p. 175° C. (decomp.).

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated
  3. additionDichloromethane was added to the residue
  4. customevaporated
  5. customthe resulting solid was triturated with hexane
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c51508cb4cc34c8a94fe0a217ee58be6
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05747499

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