HCID 86699614, compound → HCID 131731725, compound

HRID 2400668Notes

Reaction equation

HRID 2400668 reaction equation
[C:1]([O:5][C:6](=[O:35])[NH:7][CH2:8][C@H:9]1[CH2:13][CH2:12][C@H:11]([O:14][NH:15][C:16]([C@@H:18]2[CH2:24][CH2:23][C@@H:22]3[CH2:25][N:19]2[C:20](=[O:34])[N:21]3[O:26]CC2C=CC=CC=2)=[O:17])[CH2:10]1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:35])[NH:7][CH2:8][C@H:9]1[CH2:13][CH2:12][C@H:11]([O:14][NH:15][C:16]([C@@H:18]2[CH2:24][CH2:23][C@@H:22]3[CH2:25][N:19]2[C:20](=[O:34])[N:21]3[OH:26])=[O:17])[CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 86699614HCID 86699614, compound

Product 1

HCID 131731725HCID 131731725, compoundYield 111.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl{trans-3-[({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}amino)oxy]cyclopentyl}methylcarbamate 117 (0.90 mmol) and Pd/C (0.50 g) in methanol (20 mL) was hydrogenated at 30 psi at room temperature for 1 hour. The mixture was filtered through a Celite pad and concentrated to provide 118 (0.40 g) as a white foam.

Workup

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

Sources & evidence

ORD record
ord-3a27fcb8955949f3b0f6fef70ad53e03
Source dataset
uspto-grants-2014_08
Patent number
US08796257B2

Reaction notes

Loading…