HCID 20522503, compound → L-Alanine, N-acetyl-L-phenylalanyl-

HRID 223095Notes

Reaction equation

HRID 223095 reaction equation
C[O:2][C:3]([CH:5]([N:7]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:9]([NH:17][C:18](=[O:20])[CH3:19])[C:8]1=[O:21])[CH3:6])=[O:4]>C(O)C.[Pd]>[C:18]([NH:17][C@H:9]([C:8]([NH:7][C@H:5]([C:3]([OH:4])=[O:2])[CH3:6])=[O:21])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:20])[CH3:19]

Participants

4

Reactant 1

HCID 20522503HCID 20522503, compound

Product 1

HCID 11196700L-Alanine, N-acetyl-L-phenylalanyl-Yield 101.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

According to the same procedure as in Example 1, 1-(1-methoxycarbonylethyl)-3-acetylamino-4-phenylazetidin-2-one (400 mg.) was subjected to hydrogenolysis at 50° C. in ethanol (30 ml.) under a hydrogen pressure of one atmosphere in the presence of a 10% Pd-C (580 mg.). The reaction was completed in 7 hours. The same after-treatment as in Example 1 was followed to give methyl ester of N-acetylphenylalanylalanine (390 mg., yield: 96.8%) melting at 147.0°-155.0° C.

Sources & evidence

ORD record
ord-ce412dd891a94094b7d338bc4c9c0ca3
Source dataset
uspto-grants-1982_10
Patent number
US04352752

Reaction notes

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