HCID 69173365, compound → HCID 68802746, compound

HRID 1917371Notes

Reaction equation

HRID 1917371 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]12[CH2:17][N:16](C(OCC3C=CC=CC=3)=O)[CH2:15][C:14]31[CH:12]([CH2:13]3)[CH2:11][CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[C].[Pd].CO>[C:1]([O:5][C:6]([NH:8][C:9]12[CH2:17][NH:16][CH2:15][C:14]31[CH:12]([CH2:13]3)[CH2:11][CH2:10]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 69173365HCID 69173365, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 68802746HCID 68802746, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalyst2×HCID 887MethanolSolvent

Procedure

A 10% palladium-carbon catalyst (47.6 mg, 50 wt %) was added to a solution of 6-tert-butoxycarbonylamino-8-benzyloxycarbonyl-8-azatricyclo[4.3.0.01,3]nonane (derived from optical isomer A) (95.2 mg, 0.255 mmol) in methanol (2.55 mL) in a nitrogen atmosphere. After the atmosphere was replaced with hydrogen, the mixture was stirred at room temperature for one hour. A 10% palladium-carbon catalyst (28.6 mg, 30 wt %) was added. After the atmosphere was replaced with hydrogen, the mixture was stirred 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 56.0 mg of the title compound as a black oil.

Workup

  1. stirringthe mixture was stirred at room temperature for one hour
  2. filtrationthe reaction solution was filtered through Celite
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b8a36b05664745f1933f6e0287f6fc71
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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