HCID 53668277, compound → HCID 54118311, compound

HRID 1464826Notes

Reaction equation

HRID 1464826 reaction equation
[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C@@H:14]([O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22]CC2C=CC=CC=2)=[CH:18][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C.[Pd]>[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C@@H:14]([O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 53668277HCID 53668277, compound

Product 1

HCID 54118311HCID 54118311, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of (S)-4-benzyl-3-[(1S)-2-(4-benzyloxyphenyl)-1-phenoxyethyl]-2-oxazolidinone (1.8 g) in ethyl acetate (50 ml) containing 10% palladium on carbon (1.8 g) was hydrogenated at 40 psi overnight. The catalyst was filtered, the solution concentrated and the product purified by flash chromatography (hexanes/ethyl acetate, 3:2) as an oil (0.81 g).

Workup

  1. customwas hydrogenated at 40 psi overnight
  2. filtrationThe catalyst was filtered
  3. concentrationthe solution concentrated
  4. customthe product purified by flash chromatography (hexanes/ethyl acetate, 3:2) as an oil (0.81 g)

Sources & evidence

ORD record
ord-e4a9ef63e2744d3f88ee6d91a604f688
Source dataset
uspto-grants-1994_04
Patent number
US05306726

Reaction notes

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