benzyl 2(S)-morpholinocarbonyloxy-3-phenylpropionate → O-(N-Morpholinocarbonyl)-3-phenyllactic acid

HRID 1649915Notes

Reaction equation

HRID 1649915 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C@@H:10]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:11]([O:13]CC2C=CC=CC=2)=[O:12])=[O:8])[CH2:3][CH2:2]1.[H][H]>CO.[Pd]>[O:1]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C@@H:10]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:11]([OH:13])=[O:12])=[O:8])[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 18638974benzyl 2(S)-morpholinocarbonyloxy-3-phenylpropionateHCID 178418361HCID 178418361, compound

Product 1

HCID 195075O-(N-Morpholinocarbonyl)-3-phenyllactic acidYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl 2(S)-morpholinocarbonyloxy-3-phenylpropionate (300 mg) in methanol (20 ml) was hydrogenated over 10% palladium on carbon (30 mg) at 3 atmospheric pressure of hydrogen for 1 hour. The solution was filtered and concentrated in vacuo to give 2(S)-morpholinocarbonyloxy-3-phenylpropionic acid (220 mg) as an oil.

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-798b88f056cb4b968e173002ea1d9edb
Source dataset
uspto-grants-1990_05
Patent number
US04921855

Reaction notes

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