Ethanol → HCID 131712851, compound

HRID 223101Notes

Reaction equation

HRID 223101 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](O)[C:8]1=[O:18])[CH3:6])=[O:4].C([OH:21])C>[Pd]>[OH:21][C@@:5]([C:3]([OH:2])=[O:4])([CH3:6])[NH:7][C:8](=[O:18])[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 20522471HCID 20522471, compound

Product 1

HCID 131712851HCID 131712851, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

According to the same procedure as in Example 1, 1-(1-methoxycarbonylethyl)-3-hydroxy-4-phenylazetidin-2-one (513 mg.), which had been obtained in Referential Example 6, was subjected to hydrogenolysis at 50° C. in ethanol under a hydrogen pressure of one atmosphere in the presence of a 10% Pd-C (220 mg.). The reaction was completed in 12 hours. The same after-treatment as in Example 1 was followed to give methyl ester of α-hydroxy-β-phenylpropionylalanine (475 mg., yield: 91.9%), which was an oil. The NMR and IR spectra were completely identical with those of the authentic sample obtained in Example 9.

Workup

  1. customhad been obtained in Referential Example 6

Sources & evidence

ORD record
ord-91215493683744fd9980d87a4f5518ec
Source dataset
uspto-grants-1982_10
Patent number
US04352752

Reaction notes

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