Hexadecane, 1-isocyanato- → 2-(3-Hexadecyl-1-methylureido)-ethanol phosphocholine

HRID 1285107Notes

Reaction equation

HRID 1285107 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].[P:6]([O:10][CH2:11][CH2:12][N+:13]([CH3:16])([CH3:15])[CH3:14])([OH:9])([OH:8])=[O:7].[CH2:17]([N:33]=[C:34]=[O:35])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>CNC(=O)C>[CH2:17]([NH:33][C:34](=[O:35])[N:2]([CH2:3][CH2:4][OH:5])[CH3:1])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].[P:6]([O:10][CH2:11][CH2:12][N+:13]([CH3:16])([CH3:15])[CH3:14])([OH:8])([OH:9])=[O:7]

Participants

4

Reactant 2

HCID 74751Hexadecane, 1-isocyanato-HCID 867405992-Methylaminoethanol phosphocholine

Product 1

HCID 867406022-(3-Hexadecyl-1-methylureido)-ethanol phosphocholine

Reagents, catalysts & solvents 1

HCID 6582N-MethylacetamideSolvent

Procedure

0.5 g of 2-methylamino-ethanol-phosphocholine is dissolved in 10 ml of N-methylacetamide; the solution is mixed with 1.08 g of hexadecyl-isocyanate and stirred for 24 hours at room temperature. The solution is reduced in vacuo and the residue purified by column chromatography (silica gel//chloroform/methanol/water).

Workup

  1. customthe residue purified by column chromatography (silica gel//chloroform/methanol/water)

Sources & evidence

ORD record
ord-826fb645e4fc4569945ef1e1f4da2190
Source dataset
uspto-grants-1986_01
Patent number
US04565659

Reaction notes

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