HCID 86589995, compound → HCID 53487376, compound

HRID 897386Notes

Reaction equation

HRID 897386 reaction equation
C([N:8]([C@@H:17]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C@H:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20])[C@@H](C)C1C=CC=CC=1)C1C=CC=CC=1.[H][H]>C(O)(=O)C.[Pd]>[NH2:8][C@@H:17]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C@H:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20]

Participants

5

Reactant 2

HCID 86589995HCID 86589995, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53487376HCID 53487376, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of methyl (2S ,3R,αS)-3-(N-benzyl-N-α-methylbenzylamino)-2-methyl-3-phenylpropionate (13.0 g, 33.55 mmol) and 10% palladium-on-carbon (13.0 g) in glacial acetic acid (260 ml) was hydrogenated under a balloon of hydrogen for 24 h. The catalyst was removed by filtration followed by evaporation and co-distillation with toluene to provide the title compound as a white solid. MS (m/z): 194.2 (M+H)+; C11H15NO2 requir. 193.3.

Workup

  1. customThe catalyst was removed by filtration
  2. customfollowed by evaporation and co-distillation with toluene

Sources & evidence

ORD record
ord-ef5ae135390e45ae99e78ac91748b505
Source dataset
uspto-grants-2005_07
Patent number
US06921762B2

Reaction notes

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