HCID 53809102, compound → HCID 53721009, compound

HRID 1769438Notes

Reaction equation

HRID 1769438 reaction equation
C([O:8][C:9](=[O:33])[C@H:10]([CH2:29][CH:30]([CH3:32])[CH3:31])[NH:11][CH:12]([P:21]([O:26][CH2:27][CH3:28])([O:23][CH2:24][CH3:25])=[O:22])[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)C1C=CC=CC=1.[H][H]>C(O)C>[CH2:27]([O:26][P:21]([CH:12]([NH:11][C@H:10]([C:9]([OH:33])=[O:8])[CH2:29][CH:30]([CH3:31])[CH3:32])[CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)([O:23][CH2:24][CH3:25])=[O:22])[CH3:28]

Participants

4

Reactant 2

HCID 53809102HCID 53809102, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53721009HCID 53721009, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 445 mg of N-(1-diethoxyphosphoryl-3-phenylpropyl)-leucine benzyl ester in 10 ml of ethanol was added 100 mg of 10% Pd--C, after which the mixture was stirred vigorously under atmospheric pressure of hydrogen at room temperature for 24 hours. The Pd--C was filtered off, and the solvent was distilled off to yield the title compound as a light-yellow oil (356 mg).

Workup

  1. filtrationThe Pd--C was filtered off
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-1b5d33d243804e2a9111eaabb6338794
Source dataset
uspto-grants-1995_01
Patent number
US05380921

Reaction notes

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