title: Formal synthesis of squalamine from desmosterol.
abstract: The key intermediate to squalamine, (5alpha,7alpha,24R)-7,24-dihydroxy-cholestan-3-one, was synthesized from the 3-O-acetyl-24R,25-dihydroxy derivative of desmosterol via 10 steps in 16% overall yield and squalamine was also prepared via two further steps in 7.4% total yield from the desmosterol derivative.
authors.affiliation: Niigata University of Pharmacy and Applied Life Sciences, Japan.
authors.forename: Kazuo
authors.initials: K
authors.lastname: Okumura
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Nakamura
authors.forename: Seiji
authors.initials: S
authors.lastname: Takeuchi
authors.forename: Isao
authors.initials: I
authors.lastname: Kato
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Fujimoto
authors.forename: Nobuo
authors.initials: N
authors.lastname: Ikekawa
mesh_terms: D002777:Cholestanols / Q000138:chemical synthesis* / Q000378:metabolism; D003897:Desmosterol / Q000737:chemistry* / Q000378:metabolism
chemical_list: D002777:Cholestanols; D003897:Desmosterol; C079655:squalamine