2-(2-Benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropylamine → 2-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropylamine

HRID 847020Notes

Reaction equation

HRID 847020 reaction equation
[N:1]([CH2:4][CH:5]([CH2:24][CH:25]([O:27][C:28](=[O:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH3:26])[CH2:6][S:7][CH2:8][CH2:9][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][CH3:23])=[N+]=[N-].C(OC(C)CC(COC(=O)NCCCCCCCCCCCCCCCCCC)CN)(=O)C1C=CC=CC=1>[Pd].CO>[C:28]([O:27][CH:25]([CH3:26])[CH2:24][CH:5]([CH2:6][S:7][CH2:8][CH2:9][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][CH3:23])[CH2:4][NH2:1])(=[O:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

5

Reactant 2

HCID 148350122-(2-Benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropylamineHCID 198841951-Azido-2-(2-benzoyloxypropan-1-yl)-3-hexadecylthiopropane

Product 1

HCID 148350152-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture is 1.291 g (2.56 mM) of 1-azido-2-(2-benzoyloxypropan-1-yl)-3-n-hexadecylthiopropane m12b, 130 mg of 10% palladium on charcoal in 130 ml of methanol is hydrogenated by the same procedure as described in (129) and crude product of the titled compound m13 is obtained.

Sources & evidence

ORD record
ord-009f987007b5436c9d88830f80a46847
Source dataset
uspto-grants-1992_08
Patent number
US05138067

Reaction notes

Loading…