N-Cbz-2-aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester → 2-Aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester

HRID 35437Notes

Reaction equation

HRID 35437 reaction equation
[CH3:1][C:2]1([CH3:26])[CH2:6][CH2:5][C:4]([CH3:8])([CH3:7])[CH:3]1[O:9][C:10](=[O:25])[C:11]([NH:14]C(OCC1C=CC=CC=1)=O)([CH3:13])[CH3:12]>CO.[Pd]>[CH3:1][C:2]1([CH3:26])[CH2:6][CH2:5][C:4]([CH3:7])([CH3:8])[CH:3]1[O:9][C:10](=[O:25])[C:11]([NH2:14])([CH3:13])[CH3:12]

Participants

4

Reactant 1

HCID 54425997N-Cbz-2-aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester

Product 1

HCID 542513882-Aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-Cbz-2-aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester is dissolved in CH3OH and hydrogenated over 10% Pd/C in a Paar hydrogenation apparatus. When the reaction is complete the mixture is filtered through Celite and concentrated to yield 2-aminoisobutyric acid 2,2,5,5-tetramethylcyclopentyl ester (600 mg).

Workup

  1. filtrationis filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-34971dcf77bb42e8ad264300629bb72d
Source dataset
uspto-grants-1988_08
Patent number
US04766246

Reaction notes

Loading…