4-{[(Benzyloxy)carbonyl]amino}-5-methoxy-2,2-dimethyl-3-oxopentanoate → HCID 59556989, compound

HRID 1967259Notes

Reaction equation

HRID 1967259 reaction equation
C(OC([NH:11][CH:12]([CH2:21][O:22][CH3:23])[C:13](=[O:20])[C:14]([CH3:19])([CH3:18])[C:15]([O-])=[O:16])=O)C1C=CC=CC=1>CO.[C].[Pd]>[CH3:23][O:22][CH2:21][CH:12]1[NH:11][C:15](=[O:16])[C:14]([CH3:19])([CH3:18])[C:13]1=[O:20]

Participants

4

Reactant 1

HCID 866276804-{[(Benzyloxy)carbonyl]amino}-5-methoxy-2,2-dimethyl-3-oxopentanoate

Product 1

HCID 59556989HCID 59556989, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-{[(benzyloxy)carbonyl]amino}-5-methoxy-2,2-dimethyl-3-oxopentanoate (10.2 g) in methanol (100 mL) was added 10% palladium carbon (containing 50% water, 3.1 g), and the mixture was stirred overnight under a hydrogen atmosphere. Palladium carbon was filtered off, and the filtrate was concentrated under reduced pressure. The obtained solid was washed with hexane to give the title compound as colorless crystals (yield: 4.16 g, 84%).

Workup

  1. filtrationPalladium carbon was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washThe obtained solid was washed with hexane

Sources & evidence

ORD record
ord-e1a865582e4a45029bce5321d6fdf2aa
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

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