HCID 86668866, compound → HCID 67113609, compound

HRID 331100Notes

Reaction equation

HRID 331100 reaction equation
[O:1]=[C:2]1[NH:21][CH2:20][CH2:19][C:4]2([CH2:8][C@H:7]([C:9]([O:11]CC3C=CC=CC=3)=[O:10])[CH2:6][CH2:5]2)[O:3]1>CO.[Pd]>[O:1]=[C:2]1[NH:21][CH2:20][CH2:19][C:4]2([CH2:8][C@H:7]([C:9]([OH:11])=[O:10])[CH2:6][CH2:5]2)[O:3]1

Participants

4

Reactant 1

HCID 86668866HCID 86668866, compound

Product 1

HCID 67113609HCID 67113609, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (2R)-benzyl 7-oxo-6-oxa-8-azaspiro[4.5]decane-2-carboxylate (from step C, 22 mg, 0.076 mmol) in MeOH (1 mL) was added palladium on carbon (10% wt., 8.09 mg, 7.60 μmol). The resulting mixture was stirred under a hydrogen balloon for 30 min. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to yield (2R)-7-oxo-6-oxa-8-azaspiro[4.5]decane-2-carboxylic acid (15 mg, 0.075 mmol, 99% yield) as an oil. MS=200 (M+H)+

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-f87ce1e4ba4a48f49593bab08a59d9c9
Source dataset
uspto-grants-2014_11
Patent number
US08877749B2

Reaction notes

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