HCID 131731726, compound → HCID 90228656, compound

HRID 2400734Notes

Reaction equation

HRID 2400734 reaction equation
[C:1]([O:5][C:6](=[O:38])[NH:7][CH:8]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:9]([NH:11][NH:12][C:13]([C@@H:15]1[CH2:21][CH2:20][C@@H:19]2[CH2:22][N:16]1[C:17](=[O:31])[N:18]2[O:23]CC1C=CC=CC=1)=[O:14])=[O:10])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:38])[NH:7][CH:8]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:9]([NH:11][NH:12][C:13]([C@@H:15]1[CH2:21][CH2:20][C@@H:19]2[CH2:22][N:16]1[C:17](=[O:31])[N:18]2[OH:23])=[O:14])=[O:10])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 131731726HCID 131731726, compound

Product 1

HCID 90228656HCID 90228656, compoundYield 103.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl[2-(2-{[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}hydrazinyl)-2-oxo-1-phenylethyl]carbamate 250 (0.40 g, 0.76 mmol) and Pd/C (0.20 g) in methanol (15 mL) was hydrogenated at 1 atm at room temperature for 3 h. The mixture was filtered through Celite pad and concentrated to provide 251 (0.34 g, quant. yield) as a white foam.

Workup

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

Sources & evidence

ORD record
ord-7f3a10bfa56c4d18b0bc40889587b9ad
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

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