Studies toward the total synthesis of Sch 202596, an antagonist of the galanin receptor subtype GalR1: synthesis of geodin, the spirocoumaranone subunit of Sch 202596
T. Katoh et O. Ohmori, Studies toward the total synthesis of Sch 202596, an antagonist of the galanin receptor subtype GalR1: synthesis of geodin, the spirocoumaranone subunit of Sch 202596, TETRAHEDR L, 41(4), 2000, pp. 465-469
An efficient synthesis of (+/-)-geodin [(+/-)-2] corresponding to the spiro
coumaranone subunit of Sch 202596 (1) was accomplished in a convergent mann
er by utilizing coupling reaction of the aryl aldehyde 5 with the aryl brom
ide 6 and oxidative spirocyclization of the benzophenone 4 as the key steps
. The aromatic segments 5 and 6 were prepared from commercially available m
ethyl 3,5-dihydroxybenzoate (7) and 5-methylresorcinol (8), respectively. (
C) 2000 Elsevier Science Ltd. All rights reserved.