HCID 67490936, compound → HCID 67490912, compound

HRID 1917402Notes

Reaction equation

HRID 1917402 reaction equation
C([N:8]1[CH2:16][C@@H:15]2[C@:10]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])([CH2:11][CH2:12][CH2:13][O:14]2)[CH2:9]1)C1C=CC=CC=1.[H][H]>[C].[Pd].CO>[C:21]([O:20][C:18]([NH:17][C@@:10]12[CH2:9][NH:8][CH2:16][C@H:15]1[O:14][CH2:13][CH2:12][CH2:11]2)=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

5

Reactant 2

HCID 67490936HCID 67490936, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67490912HCID 67490912, compoundYield 122.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A 10% palladium-carbon catalyst (50% wet, 50 mg) was added to a solution of (1R*,6S*)-8-benzyl-6-(tert-butoxycarbonylamino)-2-oxa-8-azabicyclo[4.3.0]nonane (50 mg, 0.152 mmol) in methanol (10 mL), and the mixture was stirred in a hydrogen atmosphere at room temperature for 1.5 hours. The catalyst was removed by filtration, and then the solvent was evaporated under reduced pressure to give 45 mg of (1R*,6S*)-6-(tert-butoxycarbonylamino)-2-oxa-8-azabicyclo[4.3.0]nonane.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-5e1c5303ac3443d3bf9539ab26648506
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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