HCID 22902425, compound → HCID 22902421, compound

HRID 1489794Notes

Reaction equation

HRID 1489794 reaction equation
[OH:1][P:2]([CH2:5][CH:6]([CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:7]([O:9]CC1C=CC=CC=1)=[O:8])([CH3:4])=[O:3]>C(O)C.[Pd]>[OH:3][P:2]([CH2:5][CH:6]([CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:7]([OH:9])=[O:8])([CH3:4])=[O:1]

Participants

4

Reactant 1

HCID 22902425HCID 22902425, compound

Product 1

HCID 22902421HCID 22902421, compoundYield 109.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Benzyl 2-((hydroxy(methyl)phosphinyl)methyl)-4-phenylbutanoate (433 mg, 1.25 mmol) was dissolved in 95% ethanol (8.0 mL) and catalyst (130 mg of 10% palladium on carbon) was added. After being stirred under hydrogen (1 atm.) for 20 h at room temperature, the mixture was filtered through a 1-cm plug of Celite with additional 95% ethanol (2×10 mL). Evaporation of the filtrate gave 350 mg of a colorless oil used directly in Step C.

Workup

  1. filtrationthe mixture was filtered through a 1-cm plug of Celite with additional 95% ethanol (2×10 mL)
  2. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-71a45afcabf14bdaa43fd02a734dd4db
Source dataset
uspto-grants-1997_10
Patent number
US05679700

Reaction notes

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