HCID 86592434, compound → HCID 9944929, compound

HRID 273191Notes

Reaction equation

HRID 273191 reaction equation
C([O:8][N:9]([CH2:12][CH:13]1[CH:17]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:16][N:15]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)[C:14]1=[O:30])[CH:10]=[O:11])C1C=CC=CC=1>CO.[Pd]>[CH2:18]([CH:17]1[CH2:16][N:15]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)[C:14](=[O:30])[CH:13]1[CH2:12][N:9]([OH:8])[CH:10]=[O:11])[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 1

HCID 86592434HCID 86592434, compound

Product 1

HCID 9944929HCID 9944929, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(+/−)-(3RS,4SR)-N-Benzyloxy-N-[4-butyl-1-(4-hydroxybenzyl)-2-oxopyrrolidin-3-ylmethyl]formamide (0.13 g, 0.32 mmol) was dissolved in methanol (5 mL) and stirred under a hydrogen balloon in the presence of palladium on activated carbon (30 mg) for 4 h. The reaction mixture was filtered, concentrated and the residue was purified by HPLC to afford the title compound as a white solid (0.071 g, 70%). MS(ES) m/e 321 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customthe residue was purified by HPLC

Sources & evidence

ORD record
ord-d6b310c6f51040c487444e5be85b4cf6
Source dataset
uspto-grants-2008_11
Patent number
US07456211B2

Reaction notes

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