HCID 67905951, compound → HCID 22842818, compound

HRID 2371844Notes

Reaction equation

HRID 2371844 reaction equation
C(OC([CH2:11][C@H:12]([NH2:29])[C@@H:13]([F:28])[C:14]([NH:16][CH2:17][C:18]([O:20]CC1C=CC=CC=1)=[O:19])=[O:15])=O)C1C=CC=CC=1>CO.[Pd]>[NH2:29][C@@H:12]([CH3:11])[C@@H:13]([F:28])[C:14]([NH:16][CH2:17][C:18]([OH:20])=[O:19])=[O:15]

Participants

4

Reactant 1

HCID 67905951HCID 67905951, compound

Product 1

HCID 22842818HCID 22842818, compoundYield 97.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl N-(benzyloxycarbonyl-3-(S)-amino-2-(R)-fluorobutanoyl)glycinate (8.50 g, 21.1 mmol) in 200 mL of methanol is added 850 mg of 10% palladium on carbon. The mixture is connected to a Parr hydrogenation apparatus and hydrogenated at 50 psi for 18 hours. The mixture is then filtered through celite to remove the catalyst. Evaporation of the solvent leaves 3.66 g of the desired product as a white solid.

Workup

  1. filtrationThe mixture is then filtered through celite
  2. customto remove the catalyst
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-e1e6673143b745e597163dce810562ae
Source dataset
uspto-grants-1992_03
Patent number
US05096700

Reaction notes

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