HCID 18786967, compound → HCID 54076298, compound

HRID 1107376Notes

Reaction equation

HRID 1107376 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]([C:21](=[O:30])[CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:10][C:11]([O:13]CC2C=CC=CC=2)=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>[Pd].CO>[C:1]1([CH2:7][CH2:8][N:9]([C:21](=[O:30])[CH2:22][CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:10][C:11]([OH:13])=[O:12])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 18786967HCID 18786967, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54076298HCID 54076298, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A methanol solution (20 mL) of benzyl N-[(2-phenyl)ethyl]-N-[(3-phenyl)propionyl]glycinate (1.3 g, 3.24 mmol) and palladium on carbon (10%, 180 mg) was stirred under 1 atmosphere of hydrogen gas for 18 hours. The reaction was purged with nitrogen and filtered through a pad of diatomaceous earth and evaporated to give N-[(2-phenyl)ethyl]-N-[(3-phenyl)propionyl]glycine (1.0 g) in quantitative yield. LRMS: (M+NH3)+ =326.

Workup

  1. customThe reaction was purged with nitrogen
  2. filtrationfiltered through a pad of diatomaceous earth
  3. customevaporated

Sources & evidence

ORD record
ord-26f2484e970e4821a000867b8ea5b05c
Source dataset
uspto-grants-2000_05
Patent number
US06060462

Reaction notes

Loading…