Triethylamine → 2-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropanol methanesulfonate

HRID 847018Notes

Reaction equation

HRID 847018 reaction equation
[C:1]([O:9][CH:10]([CH3:33])[CH2:11][CH:12]([CH2:15][S:16][CH2:17][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])[CH2:13][OH:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:34][S:35](Cl)(=[O:37])=[O:36].C(N(CC)CC)C.N(CC(NC(OC)=O)CSCCCCCCCCCCCCCCCC)=[N+]=[N-]>ClCCl>[CH3:34][S:35]([O:14][CH2:13][CH:12]([CH2:11][CH:10]([O:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:33])[CH2:15][S:16][CH2:17][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])(=[O:37])=[O:36]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 148349922-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropanolHCID 148350943-Azido-1-hexadecylthio-2-methoxycarbonylaminopropane

Product 1

HCID 536352672-(2-Benzoyloxypropan-1-yl)-3-hexadecylthiopropanol methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1.268 g (2.65 mM) of 2-(2-benzoyloxypropan-1-yl)-3-n-hexadecylthiopropanol m12, 0.270 ml (3.45 mM) of methanesulfonyl chloride and 0.56 ml (3.98 mM) of triethylamine in 30 ml of dichloromethane is allowed to react by the same procedure as described in (52) and the crude product of the titled compound m12a is obtained.

Workup

  1. customto react by the same procedure

Sources & evidence

ORD record
ord-3aae12392bd7453ba6af22281baad0ba
Source dataset
uspto-grants-1992_08
Patent number
US05138067

Reaction notes

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