HCID 178451023, Verbindung → HCID 178451024, Verbindung

HRID 1289257Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1289257
C(OC([NH:11][C@@:12]([C:36]([CH3:39])([CH3:38])[CH3:37])([C:33]([OH:35])=[O:34])[CH2:13][CH2:14][C:15]([NH:17][C@@H:18]([C:28]1[NH:32][N:31]=[N:30][N:29]=1)[CH2:19][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[O:16])=O)C1C=CC=CC=1>C(O)C.[Pd]>[C:36]([C@:12]([C:33]([OH:35])=[O:34])([CH2:13][CH2:14][C:15]([NH:17][C@@H:18]([C:28]1[NH:32][N:31]=[N:30][N:29]=1)[CH2:19][CH2:20][C:21]([O:23][C:24]([CH3:25])([CH3:26])[CH3:27])=[O:22])=[O:16])[NH2:11])([CH3:37])([CH3:38])[CH3:39]

Komponenten

4

Edukt 1

HCID 178451023HCID 178451023, Verbindung

Produkt 1

HCID 178451024HCID 178451024, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysator2×HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-αtert-butyl-(S)-γ-glutamyl]amino}-4-(tetrazol-5-yl)butyrate (0.320 g, 0.585 mmol) in ethanol (35 ml) was stirred with 10% Pd-C. (0.12 g) under a hydrogen atmosphere at ambient temperature. After 16 hours further 10% Pd-C. (0.09 g) was added and the mixture was stirred under hydrogen for a further 6 hours. It was then filtered through Celite and the filtrate was evaporated. Several portions of dichloromethane were added and evaporated to leave tert-butyl (4R)-4-[N-(α-tert-butyl-(S)-γ-glutamyl)amino]-4-(tetrazol-5-yl)butyrate as a crisp, colourless glass which was dried over phosphorus pentoxide and used without further purification. Yield 0.24 g; m.p. 92°-94° C.

Aufarbeitung

  1. customat ambient temperature
  2. addition(0.09 g) was added
  3. filtrationIt was then filtered through Celite
  4. customthe filtrate was evaporated
  5. additionSeveral portions of dichloromethane were added
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-143e9a10dba040e482c45ccd8a811331
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05747499

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