HCID 15285106, compound → 3-Oxo-7-azabicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl 2-methyl ester

HRID 81122Notes

Reaction equation

HRID 81122 reaction equation
[O:1]=[C:2]1[CH:7]2[N:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH:4]([CH:5]=[CH:6]2)[CH:3]1[C:16]([O:18][CH3:19])=[O:17]>[Pd].CO>[O:1]=[C:2]1[CH:7]2[N:8]([C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])[CH:4]([CH2:5][CH2:6]2)[CH:3]1[C:16]([O:18][CH3:19])=[O:17]

Participants

4

Reactant 1

HCID 15285106HCID 15285106, compound

Product 1

HCID 102210533-Oxo-7-azabicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl 2-methyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 7-tert-butyl 2-methyl 3-oxo-7-azabicyclo[2.2.1]hept-5-ene-2,7-dicarboxylate (50 g, 187.07 mmol, 1.00 equiv), MeOH (500 mL), and Pd/C (5 g, 10%) was stirred overnight at room temperature under a hydrogen atmosphere. The reaction was filtered, and the filtrate was concentrated under vacuum to afford 7-tert-butyl 2-methyl 3-oxo-7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-899ba29b881e478fa51cc4dc843907db
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

Loading…