2-tert-Butoxycarbonylamino-3-octadecylcarbamoyloxypropylamine → 2-Cyanomethyl-3-hexadecyloxypropylamine

HRID 847015Notes

Reaction equation

HRID 847015 reaction equation
[N:1]([CH2:4][CH:5]([CH2:24][C:25]#[N:26])[CH2:6][O: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.C(OC(NC(COC(=O)NCCCCCCCCCCCCCCCCCC)CN)=O)(C)(C)C>[Pd].CO>[C:25]([CH2:24][CH:5]([CH2:6][O: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])#[N:26]

Participants

6

Reactant 3

HCID 148350012-tert-Butoxycarbonylamino-3-octadecylcarbamoyloxypropylamineHCID 148350122-(2-Benzoyloxypropan-1-yl)-3-octadecylcarbamoyloxypropylamineHCID 198842081-Azido-2-cyanomethyl-3-hexadecyloxypropane

Product 1

HCID 148350132-Cyanomethyl-3-hexadecyloxypropylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 3.00 g (23 mM) of 1-azido-2-cyanomethyl-3-hexadecyloxypropane V n1b and 300 mg of 10% palladium on charcoal in 100 ml of methanol is hydrogenated as described in (129) and the crude product of the titled compound IV n1 is obtained.

Workup

  1. customis obtained

Sources & evidence

ORD record
ord-3b6c824d548a4842877ca522fc6c3286
Source dataset
uspto-grants-1992_08
Patent number
US05138067

Reaction notes

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