title: Synthesis of chiral 3-substituted gamma-lactones and 9-furanosyladenine from (R)-2-(2,2-diethoxyethyl)-1,3-propanediol monoacetate prepared by lipase-catalyzed reaction.
abstract: A chiral building block, (R)-2-(2,2-diethoxyethyl)-1,3-propanediol monoacetate was synthesized in high optical and chemical yields by lipase-catalyzed transesterification. From this compound, we synthesized chiral 3-substituted gamma-lactones and a new nucleoside with antiviral activity.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Terao
authors.forename: M
authors.initials: M
authors.lastname: Akamatsu
authors.forename: K
authors.initials: K
authors.lastname: Achiwa
mesh_terms: D000241:Adenosine / Q000138:chemical synthesis*; D000998:Antiviral Agents / Q000138:chemical synthesis*; D002384:Catalysis; D007783:Lactones / Q000138:chemical synthesis*; D008049:Lipase / Q000378:metabolism*; D011409:Propylene Glycols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000998:Antiviral Agents; D007783:Lactones; D011409:Propylene Glycols; C069875:2-(2,2-diethoxyethyl)-1,3-propanediol monoacetate; D008049:Lipase; D000241:Adenosine