HCID 20522469, compound → HCID 14158468, compound

HRID 223093Notes

Reaction equation

HRID 223093 reaction equation
C[O:2][C:3]([CH:5]([N:9]1[CH:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]([NH:19][C:20](=[O:22])[CH3:21])[C:10]1=[O:23])[CH:6]([CH3:8])[CH3:7])=[O:4]>CO.[Pd]>[C:20]([NH:19][C@H:11]([C:10]([NH:9][C@H:5]([C:3]([OH:4])=[O:2])[CH:6]([CH3:7])[CH3:8])=[O:23])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:22])[CH3:21]

Participants

4

Reactant 1

HCID 20522469HCID 20522469, compound

Product 1

HCID 14158468HCID 14158468, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

According to the same procedure as in Example 1, 1-(1-methoxycarbonyl-2-methylpropyl)-3-acetylamino-4-phenylazetidin-2-one (230 mg.) was subjected to hydrogenolysis at 50° C. in methanol (20 ml.) in the presence of a 10% Pd-C (310 mg.) under a hydrogen pressure of one atmosphere. The reaction was completed in 18 hours. The same after-treatment as in Example 1 was followed to give methyl ester of N-acetylphenylalanylvaline (220 mg., yield: 95.5%).

Sources & evidence

ORD record
ord-10afc5bec566465db6f667d766c3f8a5
Source dataset
uspto-grants-1982_10
Patent number
US04352752

Reaction notes

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