(S)-3-(Benzyl((S)-1-phenylethyl)amino)heptan-1-ol → (S)-3-aminoheptan-1-ol

HRID 2387791Notes

Reaction equation

HRID 2387791 reaction equation
C([N:8]([C@H](C1C=CC=CC=1)C)[C@@H:9]([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:10][CH2:11][OH:12])C1C=CC=CC=1>CCO.[Pd]>[NH2:8][C@@H:9]([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:10][CH2:11][OH:12]

Participants

4

Reactant 1

HCID 68752972(S)-3-(Benzyl((S)-1-phenylethyl)amino)heptan-1-ol

Product 1

HCID 55290391(S)-3-aminoheptan-1-olYield 89.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

A solution of the product from step (iv) (5 g) and 5% Pd/C (0.5 g) in EtOH (25 mL) was hydrogenated under 5 bar at rt for 5 days. A further portion of 5% Pd/C (1.5 g) was added, and the reaction mixture hydrogenated under 5 bar at rt for a further 1 day. The reaction mixture was filtered and the solvent evaporated to give the subtitle compound 1.8 g.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-bfa52c3e9e8c42bd8f27ad6e6f30621d
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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