HCID 86694071, compound → HCID 86694070, compound

HRID 2400731Notes

Reaction equation

HRID 2400731 reaction equation
C([O:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[CH2:11][CH2:12][C@H:13]2[C:18]([NH:20][NH:21][C:22]([C@@H:24]1[CH2:26][C:25]1([CH3:28])[CH3:27])=[O:23])=[O:19])C1C=CC=CC=1>CO.[Pd]>[CH3:27][C:25]1([CH3:28])[CH2:26][C@@H:24]1[C:22]([NH:21][NH:20][C:18]([C@@H:13]1[CH2:12][CH2:11][C@@H:10]2[CH2:17][N:14]1[C:15](=[O:16])[N:9]2[OH:8])=[O:19])=[O:23]

Participants

4

Reactant 1

HCID 86694071HCID 86694071, compound

Product 1

HCID 86694070HCID 86694070, compoundYield 101.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)-6-(benzyloxy)-N′-((R)-2,2-dimethylcyclopropanecarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide 244 (0.35 g, 0.90 mmol) and Pd/C (0.50 g) in methanol (80 mL) was hydrogenated at 1 atm at room temperature for 3 h. The mixture was filtered through Celite pad and concentrated to provide 245 (0.27 g, quant.) as an off-white solid.

Workup

  1. filtrationThe mixture was filtered through Celite pad
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2fec04c7a73847bda88f2090822b2262
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

Loading…