HCID 67104952, compound → HCID 59556885, compound

HRID 1173577Notes

Reaction equation

HRID 1173577 reaction equation
C(OC([NH:11][CH:12]([CH2:23][O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:13](=[O:22])[C:14]([CH3:21])([CH3:20])[C:15](OCC)=[O:16])=O)C1C=CC=CC=1>CO.[C].[Pd]>[C:25]([O:24][CH2:23][CH:12]1[NH:11][C:15](=[O:16])[C:14]([CH3:21])([CH3:20])[C:13]1=[O:22])([CH3:28])([CH3:27])[CH3:26]

Participants

4

Reactant 1

HCID 67104952HCID 67104952, compound

Product 1

HCID 59556885HCID 59556885, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of ethyl 4-{[(benzyloxy)carbonyl]amino}-5-tert-butoxy-2,2-dimethyl-3-oxopentanoate (8.7 g) in methanol (100 mL) was added 10% palladium carbon (containing 50% water, 4.0 g), and the mixture was stirred overnight under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The obtained solid was washed with hexane to give the title compound as colorless crystals (yield: 3.81 g, 81%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washThe obtained solid was washed with hexane

Sources & evidence

ORD record
ord-0493b9a6f9944aa286e6b7f4d86d7013
Source dataset
uspto-grants-2010_11
Patent number
US07834051B2

Reaction notes

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