Triethylamine → 2-Cyanomethyl-3-octadecylcarbamoyloxypropyl methanesulfonate

HRID 728503Notes

Reaction equation

HRID 728503 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 Vn2, 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 Vn2a is obtained.

Workup

  1. customto react by the same procedure

Sources & evidence

ORD record
ord-ef808c77d0044c9fab9bae482885c781
Source dataset
uspto-grants-1991_09
Patent number
US05047540

Reaction notes

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