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Paper | Regular issue | Vol 68, No. 10, 2006, pp.2133-2144
Published online, 1st August, 2006
DOI: 10.3987/COM-06-10843
Practical Synthesis of New Chiral Cis-Phthalazinones with Potential for High Phosphodiesterase(PDE4) Inhibitory Activity

Tinh Van Dang, Chung Keun Jin, Motoyuki Miyamoto, Yoshifumi Ikee, Takashi Masuda, Shigeki Sano, Motoo Shiro, and Yoshimitsu Nagao*

*Graduate School of Pharmaceutical Sciences, The University of Tokushima, Sho-machi, Tokushima 770-8505, Japan


New chiral cis-tetrahydrophthalazinones were synthesized directly from the corresponding chiral (4R)- and (4S)-isopropyl-1,3-thiazolidine-2-thione amides in one-pot reaction involving mild aminolysis with hydrazine monohydrate followed by intramolecular condensation.