HCID 86694021, compound → HCID 86694022, compound

HRID 2400694Notes

Reaction equation

HRID 2400694 reaction equation
[C:1]([NH:4][NH:5][C:6]([C@@H:8]1[CH2:14][CH2:13][C@@H:12]2[CH2:15][N:9]1[C:10](=[O:24])[N:11]2[O:16]CC1C=CC=CC=1)=[O:7])(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([NH:4][NH:5][C:6]([C@@H:8]1[CH2:14][CH2:13][C@@H:12]2[CH2:15][N:9]1[C:10](=[O:24])[N:11]2[OH:16])=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 86694021HCID 86694021, compound

Product 1

HCID 86694022HCID 86694022, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (2S,5R)—N′-acetyl-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carbohydrazide 174 (0.14 g, 0.43 mmol) and Pd/C (0.070 g) in methanol (10 mL) was hydrogenated at 1 atm at room temperature for 3 h. The mixture was filtered through Celite pad and concentrated to provide 175 (0.10 g, 95%) as a white foam.

Workup

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

Sources & evidence

ORD record
ord-1db910fba040493f85cd7fbc85d586e1
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

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