title: Conversion of a racemic mixture of 8-chloro-2-(2,6-difluorophenylmethyl)-2,3-dihydro-3-methyl-1,2,5-benzothiadiazepin-4(5h)-one 1,1-dioxide into a single enantiomer via a chromatographic resolution/racemization method.
abstract: A simple and efficient strategy to convert the racemic mixture of 8-chloro-2-(2,6-difluorophenylmethyl)-2,3-dihydro-3-methyl-1,2,5-benzothiadiazepin-4(5H)-one 1,1-dioxide, a new anti-HIV-1 agent targeted to reverse transcriptase, into the more active (S)-enantiomer is described. The method utilizes repetition of the following two steps: 1) semipreparative enantioseparation by HPLC on chiral stationary phase; 2) base-induced racemization of the less active (R)-enantiomer.
authors.affiliation: Istituto Superiore di Sanità, Laboratorio di Chimica del Farmaco, Rome, Italy.
authors.forename: F
authors.initials: F
authors.lastname: La Torre
authors.forename: R
authors.initials: R
authors.lastname: Cirilli
authors.forename: R
authors.initials: R
authors.lastname: Ferretti
authors.forename: B
authors.initials: B
authors.lastname: Gallinella
authors.forename: R
authors.initials: R
authors.lastname: Costi
authors.forename: R
authors.initials: R
authors.lastname: Di Santo