Réaction #531893

ord-97c9a4d344754ef6bb32077e1b09944c

Équation de réaction

CC(C)(C)OC(=O)C1CCC(NC(=O)OCc2ccccc2)CC1
4-benzyloxycarbonylamino-cyclohexanecarboxylic acid tert-butyl ester
[H][H]
hydrogen
CC(C)(C)OC(=O)C1CCC(N)CC1
4-amino-cyclohexanecarboxylic acid tert-butyl ester
Rendement 100.3%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationThe mixture is then filtered though celite
  2. 2
    LavageThe celite is washed with MeOH (50 mL)
  3. 3
    ConcentrationThe filtrated is concentrated

Mode opératoire

To a solution of 4-benzyloxycarbonylamino-cyclohexanecarboxylic acid tert-butyl ester (3.0 g, 9.009 mmol) in THF (80 mL) is added TEA (0.24 mL, 1.724 mmol) and 10% Pd/C (wet) (420 mg). The mixture stirs under a blanket of hydrogen gas at atmospheric pressure for 12 h. The mixture is then filtered though celite. The celite is washed with MeOH (50 mL). The filtrated is concentrated to afford 1.8 g of 4-amino-cyclohexanecarboxylic acid tert-butyl ester. LC/MS: [M+H]+ 200, Rt=0.39 min (method 6).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08476224B2uspto-grants-2013_07