Реакция #67297

ord-dc7db1bed65a49a697f7dc2bacc6624c

Уравнение реакции

OC[C@H]1COc2cccc(F)c2O1
[(2S)-8-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl]methanol
Cc1ccccc1S(=O)(=O)Cl
toluenesulfonyl chloride
ClCCl
DCM
Cc1ccc(S(=O)(=O)OC[C@H]2COc3cccc(F)c3O2)cc1
title compound
Cc1ccc(S(=O)(=O)OC[C@H]2COc3cccc(F)c3O2)cc1
[(2R)-8-FLUORO-2,3-DIHYDRO-1,4-BENZODIOXIN-2-YL]METHYL 4-METHYLBENZENESULFONATE

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеPreparation

Методика

Preparation according to Preparation 22 using [(2S)-8-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (7.05 g, 38.0 mmol), toluenesulfonyl chloride (10.9 g, 57 mmol), TEA (8.0 ml, 57 mmol) and 4-DMAP (4.7 g, 38.0 mmol) in DCM (75 ml), stirred for 1.5 h. Flash column chromatography yielded 11.9 g of the title compound. MS m/z (rel. intensity, 70 eV) 184 (90), 153 (43), 139 (29), 128 (bp), 57 (25).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08524766B2uspto-grants-2013_09