HCID 20522467, compound → L-Alanine, N-acetyl-L-phenylalanyl-

HRID 223094Notes

Reaction equation

HRID 223094 reaction equation
C[O:2][C:3]([CH:5]([N:13]1[CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]([NH:23][C:24](=[O:26])[CH3:25])[C:14]1=[O:27])[CH2:6]C1C=CC=CC=1)=[O:4]>CO.[Pd]>[C:24]([NH:23][C@H:15]([C:14]([NH:13][C@H:5]([C:3]([OH:4])=[O:2])[CH3:6])=[O:27])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=[O:26])[CH3:25]

Participants

4

Reactant 1

HCID 20522467HCID 20522467, compound

Product 1

HCID 11196700L-Alanine, N-acetyl-L-phenylalanyl-Yield 122.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

According to the same procedure as in Example 1, 1-(1-methoxycarbonyl-2-phenylethyl)-3-acetylamino-4-phenylazetidin-2-one (300 mg.) was subjected to hydrogenolysis at 50° C. in methanol (30 ml.) under a hydrogen pressure of one atmosphere in the presence of a 10% Pd-C (350 mg.). The reaction completed in 18 hours. The same after-treatment as in Example 1 was followed to give methyl ester of N-acetylphenylalanylalanine (280 mg., yield: 92.8%) melting at 128.0°-132.0° C.

Sources & evidence

ORD record
ord-aea7ece1399149c88c455bba9915527d
Source dataset
uspto-grants-1982_10
Patent number
US04352752

Reaction notes

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