HCID 86668863, compound → HCID 67114019, compound

HRID 331099Notes

Reaction equation

HRID 331099 reaction equation
[O:1]=[C:2]1[NH:6][CH2:5][C:4]2([CH2:10][CH2:9][C@@H:8]([C:11]([O:13]CC3C=CC=CC=3)=[O:12])[CH2:7]2)[O:3]1>CO.[Pd]>[O:1]=[C:2]1[NH:6][CH2:5][C:4]2([CH2:10][CH2:9][C@@H:8]([C:11]([OH:13])=[O:12])[CH2:7]2)[O:3]1

Participants

4

Reactant 1

HCID 86668863HCID 86668863, compound

Product 1

HCID 67114019HCID 67114019, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (7R)-benzyl 2-oxo-1-oxa-3-azaspiro[4.4]nonane-7-carboxylate (20 mg, 0.073 mmol) in methanol (3 mL) was added palladium on carbon (10% wt., 15.46 mg, 0.015 mmol). The resulting mixture was stirred under a hydrogen balloon for 30 min. The reaction mixture was filtered and the filtrate was concentrated to yield (7R)-2-oxo-1-oxa-3-azaspiro[4.4]nonane-7-carboxylic acid (13 mg for each isomer, 0.070 mmol, 97% yield) as an oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-aae3ef8247e0411085acbe2f98b577cb
Source dataset
uspto-grants-2014_11
Patent number
US08877749B2

Reaction notes

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