Benzyl 3-(tert-butoxycarbonylamino)piperidine-1-carboxylate → 3-(Boc-amino)piperidine

HRID 501417Notes

Reaction equation

HRID 501417 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[C].[Pd].C(O)C>[NH:11]1[CH2:12][CH2:13][CH2:14][CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[CH2:10]1

Participants

4

Reactant 1

HCID 22258937Benzyl 3-(tert-butoxycarbonylamino)piperidine-1-carboxylate

Product 1

HCID 42330413-(Boc-amino)piperidineYield 100.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture consisting of 10 g of benzyl 3-t-butoxycarbonylaminopiperidine-1-carboxylate, 500 mg of 10% palladium carbon and 100 ml of ethanol was stirred at room temperature under a hydrogen atmosphere overnight. The catalyst was removed by filtration. The filtrate was concentrated and dried to give 6.0 g of the title compound.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationThe filtrate was concentrated
  3. customdried

Sources & evidence

ORD record
ord-6f4daae6bb2a4751a8ad522f5d73c3b4
Source dataset
uspto-grants-2010_08
Patent number
US07772226B2

Reaction notes

Loading…