HCID 57250374, compound → HCID 57182937, compound

HRID 232140Notes

Reaction equation

HRID 232140 reaction equation
[CH2:1]([NH:5][C:6](=[O:33])[C:7]([CH:30]([CH3:32])[CH3:31])=[CH:8][C@@H:9]1[O:13]C(C)(C)[N:11](C(OCC2C=CC=CC=2)=O)[C@H:10]1[CH2:26][CH:27]([CH3:29])[CH3:28])[CH:2]([CH3:4])[CH3:3]>C(O)C.[Pd]>[CH2:1]([NH:5][C:6](=[O:33])[CH:7]([CH:30]([CH3:32])[CH3:31])[CH2:8][C@H:9]([OH:13])[C@@H:10]([NH2:11])[CH2:26][CH:27]([CH3:28])[CH3:29])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 57250374HCID 57250374, compound

Product 1

HCID 57182937HCID 57182937, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

93 mg (Z-isomer) of 3-[(4S,5S)-3-benzyloxycarbonyl-2,2-dimethyl-4-isobutyloxazolidin-5-yl]-2-isopropyl-2-propenoic acid isobutylamide was dissolved in 0.8 ml of ethanol and then hydrogenated by using palladium black at atmospheric pressure. The reaction mixture was subjected to filtration, the solvent of the filtrate was distilled off under reduced pressure to obtain 58 mg of (2RS,4S,5S)-5-amino-4-hydroxy-2-isopropyl-7-methyl-octanoic acid isobutylamide as a colorless oily substance.

Workup

  1. filtrationThe reaction mixture was subjected to filtration
  2. distillationthe solvent of the filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-297dcd8dfe0943a083756b0dfb8c88f1
Source dataset
uspto-grants-1989_07
Patent number
US04851387

Reaction notes

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