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

HRID 1173581Notes

Reaction equation

HRID 1173581 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-cd2f0f79239b4d0fbcd56f794c219ef8
Source dataset
uspto-grants-2010_11
Patent number
US07834051B2

Reaction notes

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