Triethylamine → 2-Cyanomethyl-3-octadecylcarbamoyloxypropyl methanesulfonate

HRID 847017Notes

Reaction equation

HRID 847017 reaction equation
[C:1]([CH2:3][CH:4]([CH2:7][O:8][C:9](=[O:29])[NH: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][CH2:27][CH3:28])[CH2:5][OH:6])#[N:2].[CH3:30][S:31](Cl)(=[O:33])=[O:32].C(N(CC)CC)C.N(CC(NC(OC)=O)CSCCCCCCCCCCCCCCCC)=[N+]=[N-]>ClCCl>[CH3:30][S:31]([O:6][CH2:5][CH:4]([CH2:3][C:1]#[N:2])[CH2:7][O:8][C:9](=[O:29])[NH: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][CH2:27][CH3:28])(=[O:33])=[O:32]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 148349952-Cyanomethyl-3-octadecylcarbamoyloxypropanolHCID 148350943-Azido-1-hexadecylthio-2-methoxycarbonylaminopropane

Product 1

HCID 198841862-Cyanomethyl-3-octadecylcarbamoyloxypropyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 940 mg (2.29 mM) of 2-cyanomethyl-3-octadecylcarbamoyloxypropanol V n2, 0.231 ml (2.98 mM) of methanesulfonyl chloride and 0.483 ml (3.44 mM) of triethylamine in 10 ml of dichloromethane is allowed to react by the same procedure as described in (52) and crude product of the titled compound V n2a is obtained.

Workup

  1. customto react by the same procedure
  2. customis obtained

Sources & evidence

ORD record
ord-a43b87eda0ac42aca3087f07cafc0939
Source dataset
uspto-grants-1992_08
Patent number
US05138067

Reaction notes

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