HCID 86694073, compound → HCID 86694072, compound

HRID 2400732Notes

Reaction equation

HRID 2400732 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](=[O:27])[CH:23]([CH3:26])[CH2:24][CH3:25])=[O:19])C1C=CC=CC=1>CO.[Pd]>[OH: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](=[O:27])[CH:23]([CH3:26])[CH2:24][CH3:25])=[O:19]

Participants

4

Reactant 1

HCID 86694073HCID 86694073, compound

Product 1

HCID 86694072HCID 86694072, compoundYield 91.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)-6-(benzyloxy)-N′-(2-methylbutanoyl)-7-oxo-1,6-diazabicyclo[3.2.1]-octane-2-carbohydrazide 247 (0.26 g, 0.69 mmol) and Pd/C (0.30 g) in methanol (80 mL) was hydrogenated at 1 atm at room temperature for 2.5 h. The mixture was filtered through Celite pad and concentrated to provide 248 (0.18 g) as an off-white solid which was used in the next step without purification.

Workup

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

Sources & evidence

ORD record
ord-c15943f0522148d9898e424f0c1641e9
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

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