1-Azido-2-(2-benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropane → 2-(2-Benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropylamine

HRID 728492Notes

Reaction equation

HRID 728492 reaction equation
[N:1]([CH2:4][CH:5]([CH2:29][CH:30]([O:32][C:33](=[O:40])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH3:31])[CH2:6][O:7][C:8](=[O:28])[NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[N+]=[N-]>[Pd].CO>[C:33]([O:32][CH:30]([CH3:31])[CH2:29][CH:5]([CH2:6][O:7][C:8](=[O:28])[NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:4][NH2:1])(=[O:40])[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

4

Reactant 1

HCID 198842131-Azido-2-(2-benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropane

Product 1

HCID 148350122-(2-Benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 1.617 g (2.89 mM) of 1-azido-2-(2-benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropane m7b and 170 mg of 10% palladium on charcoal in 150 ml of methanol is hydrogenated under hydrogen atmosphere for 1 hour. The mixture is filtered and the solvent of the filtrate is evaporated to obtained crude titled compound m8.

Workup

  1. filtrationThe mixture is filtered
  2. customthe solvent of the filtrate is evaporated

Sources & evidence

ORD record
ord-4efd53d7d0604a0fa3195470cfcdd670
Source dataset
uspto-grants-1991_09
Patent number
US05047540

Reaction notes

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