HCID 59444329, compound → tert-butyl (1S,2S,5R)-2-(aminomethyl)-3-azabicyclo(3.1.0)hexane-3-carboxylate

HRID 560338Notes

Reaction equation

HRID 560338 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]2[C@H:10]([CH2:11]2)[C@H:9]1[CH2:14][NH:15]CC1C=CC=CC=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]2[C@H:10]([CH2:11]2)[C@H:9]1[CH2:14][NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 59444329HCID 59444329, compound

Product 1

HCID 59444330tert-butyl (1S,2S,5R)-2-(aminomethyl)-3-azabicyclo(3.1.0)hexane-3-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

A solution of (1S,2S,5R)-2-(Benzylamino-methyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (2.32 mmol) in EtOH (40 mL) is treated with Pd/C (5%, 460 mg) and stirred under a hydrogen atmosphere (1 bar) for 3 h. An additional amount of Pd/C (150 mg) is added and the mixture is stirred for further 2 h. After filtration through celite and removal of the solvents the desired product is obtained which is used without further purification.

Workup

  1. stirringthe mixture is stirred for further 2 h
  2. filtrationAfter filtration
  3. customthrough celite and removal of the solvents the desired product
  4. customis obtained which
  5. customis used without further purification

Sources & evidence

ORD record
ord-709dbdc2c05948b69bdea452337829fa
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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