433922-22-6Relevant academic research and scientific papers
A practical synthesis and biological evaluation of 9-halogenated PGF analogues.
Tani, Kousuke,Naganawa, Atsushi,Ishida, Akiharu,Egashira, Hiromu,Odagaki, Yoshihiko,Miyazaki, Toru,Hasegawa, Tomoyuki,Kawanaka, Yasufumi,Sagawa, Kenji,Harada, Hiroyuki,Ogawa, Mikio,Maruyama, Takayuki,Nakai, Hisao,Ohuchida, Shuichi,Kondo, Kigen,Toda, Masaaki
, p. 1883 - 1894 (2002)
A series of 9-halo PGF analogues 1-2 and 5-13 were synthesized and biologically evaluated. Among the compounds, 2 was the best EP2-receptor agonist. A practical method of synthesizing 2 via the Julia olefination of an aldehyde 3 with an optically active sulfone 4, which was prepared by Sharpless asymmetric epoxidation of 15, was developed. Other 9-halogenated PGF analogues were synthesized essentially by the same procedure and evaluated. The absolute configuration of 16-OH of 2 was determined as S by the X-ray analysis of a salt consisting of a 1/1 molar ratio of 2 and L-lysine.
Synthesis of a highly selective EP2-receptor agonist
Tani, Kousuke,Naganawa, Atsushi,Ishida, Akiharu,Egashira, Hiromu,Odagaki, Yoshihiko,Miyazaki, Toru,Hasegawa, Tomoyuki,Kawanaka, Yasufumi,Nakai, Hisao,Ohuchida, Shuichi,Toda, Masaaki
, p. 239 - 242 (2007/10/03)
A practical method for the synthesis of the prostanoid EP2-receptor agonist 1 was developed. This method includes magnesium-mediated Julia olefination of aldehyde 2 with the optically active sulfone 3, which was prepared from allylic alcohol 4 using the Sharpless asymmetric epoxidation procedure.
