Ethanol → HCID 131712850, compound

HRID 223098Notes

Reaction equation

HRID 223098 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](OCC2C=CC=CC=2)[C:10]1=[O:27])[CH:6]([CH3:8])[CH3:7])=[O:4].C([OH:30])C>[Pd]>[OH:30][C@@:5]([C:3]([OH:2])=[O:4])([CH:6]([CH3:8])[CH3:7])[NH:9][C:10](=[O:27])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 20522470HCID 20522470, compound

Product 1

HCID 131712850HCID 131712850, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

According to the same procedure as in Example 1, 1-(1-methoxycarbonyl-2-methylpropyl)-3-benzyloxy-4-phenylazetidin-2-one (560 mg.) was subjected to hydrogenolysis at room temperature in ethanol (30 ml.) under a hydrogen pressure of one atmosphere in the presence of a 10% Pd-C (170 mg.). The reaction was completed in 38 hours. The same after-treatment as in Example 1 was followed to give methyl ester of α-hydroxy-β-phenylpropionylvaline (400 mg., yield: 93.7%), which was an oil.

Sources & evidence

ORD record
ord-16ef9a0a9e294d5fb1ed604ecbcfa2cc
Source dataset
uspto-grants-1982_10
Patent number
US04352752

Reaction notes

Loading…