Asymmetric syntheses of (-)-pentazocine and (-)-eptazocine through an aza-Prins cyclization.

Asymmetric syntheses of (-)-pentazocine and (-)-eptazocine through an aza-Prins cyclization.

Chemistry, an Asian journal (2012-08-22)

Qiang Chen, Xing Huo, Zhen Yang, Xuegong She

ABSTRACT

Two down more to go: The asymmetric syntheses of (-)-pentazocine and (-)-eptazocine are presented. The highlights of the syntheses are the construction of the core skeleton through an aza-Prins cyclization and intramolecular Friedel-Crafts reaction.

MATERIALS

Product Number

Brand

Product Description

P134

Sigma-Aldrich

(−)-Pentazocine, ≥98% (HPLC)

P-073

Supelco

Pentazocine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant^®