tert-Butyl [(1S,2R)-2-azidocyclohexyl]carbamate → (1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protected

HRID 459471

Reaktionsgleichung

Reaktionsgleichung von HRID 459471
[N:1]([C@@H:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C@@H:5]1[NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[N+]=[N-]>CO.[Pd]>[C:14]([O:13][C:11]([NH:10][C@H:5]1[CH2:6][CH2:7][CH2:8][CH2:9][C@H:4]1[NH2:1])=[O:12])([CH3:17])([CH3:15])[CH3:16]

Komponenten

4

Edukt 1

HCID 57416183tert-Butyl [(1S,2R)-2-azidocyclohexyl]carbamate

Produkt 1

HCID 1514389(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protectedAusbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

(1R,2S)-1-Azido-2-(tert-butoxycarbonylamino)-cyclohexane (174 mg) was dissolved in methanol (10 ml), and to the solution 10% palladium on carbon (120 mg) was added to conduct catalytic reduction under atmospheric pressure. The catalyst was separated by filtration, and the filtrate was concentrated to obtain a crude title compound (145 mg) as a colorless amorphous substance. This compound was used in the next reaction without purifying it.

Aufarbeitung

  1. customThe catalyst was separated by filtration
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-ae2f5fdfeeac422ab47666376c9e13f7
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192968B2

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