A Convenient Synthesis of Immunosuppressive Agent FTY720 Using the Petasis Reaction

Accession number;05A0008529
Title;A Convenient Synthesis of Immunosuppressive Agent FTY720 Using the Petasis Reaction
Author; SUGIYAMA S (Meiji Pharmaceutical Univ., Tokyo, Jpn) ARAI S (Meiji Pharmaceutical Univ., Tokyo, Jpn) KIRIYAMA M (Meiji Pharmaceutical Univ., Tokyo, Jpn) ISHII K (Meiji Pharmaceutical Univ., Tokyo, Jpn)
Journal Title;Chem Pharm Bull
Journal Code:G0504A
ISSN:0009-2363
VOL.53;NO.1;PAGE.100-102(2005)
Figure&Table&Reference;FIG.1, REF.16
Pub. Country;Japan
Language;English
Abstract;A convenient synthesis of immunosuppressive agent FTY720 (1) using the Petasis reaction was developed. 4-Octylbenzaldehyde (9) was converted into 1-ethenyl-4-octylbenzene (11) by two-step synthesis. Hydroboration of 11 using catecholborane and hydrolysis gave (E)-2-(4-octylphenyl)vinylboronic acid (4). The Petasis reaction of 4, dihydroxyacetone (3), and benzylamine following catalytic hydrogenation afforded FTY720 (1). (author abst.)
FULLTEXT