HCID 67491040, compound → HCID 67490963, compound

HRID 1917377Notes

Reaction equation

HRID 1917377 reaction equation
C(OC([N:11]1[CH2:19][C:18]2([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH:13]([CH2:14][CH2:15][CH2:16][CH2:17]2)[CH2:12]1)=O)C1C=CC=CC=1.[H][H]>[C].[Pd].CO>[C:24]([O:23][C:21]([NH:20][C:18]12[CH2:17][CH2:16][CH2:15][CH:14]1[CH2:13][CH2:12][NH:11][CH2:19]2)=[O:22])([CH3:25])([CH3:26])[CH3:27]

Participants

5

Reactant 2

HCID 67491040HCID 67491040, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 67490963HCID 67490963, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A 10% palladium-carbon catalyst (83.0 mg, 20 wt %) was added to a solution of 8-benzyloxycarbonyl-1-tert-butoxycarbonylamino-8-azabicyclo[4.3.0]nonane (optical isomer B) (415 mg, 1.11 mmol) in methanol (11.1 mL) in a nitrogen atmosphere. After the atmosphere was replaced with hydrogen, the mixture was stirred in a hydrogen atmosphere at room temperature for one hour. After the atmosphere was replaced with nitrogen, the reaction solution was filtered through Celite and concentrated under reduced pressure to give the title compound quantitatively.

Workup

  1. filtrationthe reaction solution was filtered through Celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5d9822e977df43479fe7f4ae65a66370
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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