HCID 22841886, compound → HCID 22841888, compound

HRID 1196218Notes

Reaction equation

HRID 1196218 reaction equation
[CH2:1]([O:3][C:4]([C:6]([C@H:8]1[NH:11][C:10](=[O:12])[C@@H:9]1[C@H:13]([O:15]C(OCC1C=CC=CC=1)=O)[CH3:14])=[CH2:7])=[O:5])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]([CH:6]([C@H:8]1[NH:11][C:10](=[O:12])[C@@H:9]1[C@H:13]([OH:15])[CH3:14])[CH3:7])=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 22841886HCID 22841886, compound

Product 1

HCID 22841888HCID 22841888, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (3S,4S)-4-(1-ethoxycarbonylethenyl)-3-(1-(R)-benzyloxycarbonyloxyethyl)-2-azetidinone (40.0 g) in ethanol (600 ml) was hydrogenated under hydrogen atmosphere in the presence of 10% Pd/C (20.0 g) at room temperature for 3 hours. The mixture was filtered, and the filtrate was evaporated in vacuo to give (3S,4S)-4-(1-ethoxycarbonylethyl)-3-(1-(R)-hydroxyethyl)-2-azetidinone as a yellowish oil.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-e027fb22c4214524a25a68d3777d33ff
Source dataset
uspto-grants-1992_05
Patent number
US05112966

Reaction notes

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