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

HRID 847009Notes

Reaction equation

HRID 847009 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 obtain crude titled compound m8.

Workup

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

Sources & evidence

ORD record
ord-2edf94050d0d448fbfad8dfea4d98f71
Source dataset
uspto-grants-1992_08
Patent number
US05138067

Reaction notes

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