4-Toluenesulfonyl chloride → [(2R)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

Participants

Reaction Steps

Preparation according to Preparation 22 using [(2S)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (0.33 g, 1.2 mmol), DCM (10 ml), p-toluenesulfonyl chloride (0.34 g, 1.8 mmol), TEA (0.18 ml, 1.8 mmol) and 4-DMAP (0.15 g, 1.2 mmol). Yield: 0.47 g. MS m/z (rel. intensity, 70 eV) 344 (28), 342 (bp), 340 (74), 263 (18), 233 (31). Molecular ion not found, however fragmentation consistent with the title compound. Used directly in the next step (Example 38) without further analysis.

Provenance & Evidence