HCID 14367182, compound → L-alanyl-L-phenylalanine

HRID 1709032Notes

Reaction equation

HRID 1709032 reaction equation
C([O:8][C:9](=[O:34])[C@H:10]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[NH:11][C:12](=[O:26])[C@H:13]([CH3:25])[NH:14]C(OCC1C=CC=CC=1)=O)C1C=CC=CC=1>C(O)C>[NH2:14][C@H:13]([C:12]([NH:11][C@H:10]([C:9]([OH:34])=[O:8])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26])[CH3:25]

Participants

3

Reactant 1

HCID 14367182HCID 14367182, compound

Product 1

HCID 96814L-alanyl-L-phenylalanineYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of N-benzyloxycarbonyl-L-alanyl-L-phenylalanine benzyl ester (0.50 g, 1.1 mmol) and 10% Pd palladium on carbon (0.1 g) in ethyl alcohol (150 mL) was shaken on a Parr hydrogenation apparatus for 6.5 h at 20° C. The reaction mixture was filtered and the filtrate rinsed with water (100 mL). The solution was concentrated to give 0.26 g (100%) of L-alanyl-L-phenylalanine. HPLC analysis showed >99% purity and no evidence of racemization.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe filtrate rinsed with water (100 mL)
  3. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-2ff44f9ba09d45889ff2badf1c1d401d
Source dataset
uspto-grants-1990_08
Patent number
US04946942

Reaction notes

Loading…