Réaction #67289

ord-57961e4a3bc24e0cafecf9a851d6072b

Équation de réaction

CC(=O)c1cc(S(=O)(=O)C(F)(F)F)ccc1O
1-{2-hydroxy-5-[(trifluoromethyl)sulfonyl]phenyl}ethanone
Cc1ccc(S(=O)(=O)OC[C@H]2CO2)cc1
(R)-glycidyltosylate
O=C([O-])[O-].[K+].[K+]
K2CO3
→
CC(=O)c1cc(S(=O)(=O)C(F)(F)F)ccc1OC[C@H]1CO1
1-{2-[(2R)-OXIRAN-2-YLMETHOXY]-5-[(TRIFLUOROMETHYL)SULFONYL]PHENYL}ETHANONE

Réactifs

—
( 83 )
CC(=O)c1cc(S(=O)(=O)C(F)(F)F)ccc1O
1-{2-hydroxy-5-[(trifluoromethyl)sulfonyl]phenyl}ethanone
Cc1ccc(S(=O)(=O)OC[C@H]2CO2)cc1
(R)-glycidyltosylate
O=C([O-])[O-].[K+].[K+]
K2CO3
—
( 69 )

Réactifs

Aucun

Solvants

CN(C)C=O
DMF

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutrePreparation

Mode opératoire

Preparation according to Preparation 23 using 1-{2-hydroxy-5-[(trifluoromethyl)sulfonyl]phenyl}ethanone (3.2 g, 11.9 mmol), (R)-glycidyltosylate (3.2 g, 14 mmol), K2CO3 (2.0 g, 14.3 mmol) and DMF (30 ml). Yield 2.2 g. MS m/z (rel. intensity, 70 eV) 324 (M+, 4), 277 (83), 255 (69), 253(67), 199 (bp).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08524766B2uspto-grants-2013_09