HCID 18403062, compound → HCID 9926331, compound

HRID 1600601Notes

Reaction equation

HRID 1600601 reaction equation
[CH2:1]([P:8]([CH2:11][CH:12]([C:25]([O:27]CC1C=CC=CC=1)=[O:26])[CH2:13][CH2:14][C:15]([O:17]CC1C=CC=CC=1)=[O:16])(=[O:10])[OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O.[Pd]>[CH2:1]([P:8]([CH2:11][CH:12]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[C:25]([OH:27])=[O:26])([OH:10])=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 18403062HCID 18403062, compound

Product 1

HCID 9926331HCID 9926331, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

Benzyl[2,4-di(benzyloxycarbonyl)butyl]phosphinic acid (0.5 g, 1.0 mmol) in 20 mL of water containing 120 mg of 10% Pd/C was hydrogenated at 40 psi for 6 hours. Filtration through a Celite pad followed by evaporation on high vacuum gave 0.17 g (57%) of 2-[(benzylhydroxyphosphinyl)methyl]-pentanedioic acid (4, R=CH2Ph) as a white solid.

Workup

  1. filtrationFiltration through a Celite pad
  2. customfollowed by evaporation on high vacuum

Sources & evidence

ORD record
ord-f7fa8bba768846d8b8a18dbb96ca196a
Source dataset
uspto-grants-1999_11
Patent number
US05977090

Reaction notes

Loading…