title: Preparation of optically-active 3-pyrrolidinol and its derivatives from 1-benzoylpyrrolidinol by hydroxylation with Aspergillus sp. and stereo-selective esterification by a commercial lipase.
abstract: An effective preparation scheme for optically-active 3-pyrrolidinol and its derivatives based on biological transformation is proposed. Aspergillus sp. NBRC 109513 hydroxylated 1-benzoylpyrrolidine, yielding (S)-1-benzoyl-3-pyrrolidinol with 66 % ee. Kinetic resolution of 1-benzoyl-3-pyrrolidinol by Amano PS-IM lipase formed optically-active 1-benzoyl-3-pyrrolidinol with >99 % ee. (S)-1-Benzoyl-3-pyrrolidinol was successfully converted to 3-pyrrolidinol and its derivatives with by chemical reactions (>99 % ee).
authors.affiliation: Life Science Research Center, College of Bioresource Sciences, Nihon University, 1866 Kameino, Fujisawa, 252-0880, Japan, shinya_yamada@takasago.com.
authors.forename: Shinya
authors.initials: S
authors.lastname: Yamada
authors.forename: Hikaru
authors.initials: H
authors.lastname: Shimada
authors.forename: Ren
authors.initials: R
authors.lastname: Yamada
authors.forename: Hatsumi
authors.initials: H
authors.lastname: Shiratori-Takano
authors.forename: Noboru
authors.initials: N
authors.lastname: Sayo
authors.forename: Takao
authors.initials: T
authors.lastname: Saito
authors.forename: Hideaki
authors.initials: H
authors.lastname: Takano
authors.forename: Teruhiko
authors.initials: T
authors.lastname: Beppu
authors.forename: Kenji
authors.initials: K
authors.lastname: Ueda
mesh_terms: D001230:Aspergillus / Q000201:enzymology*; D001711:Biotransformation; D055598:Chemical Phenomena; D004951:Esterification; D006900:Hydroxylation; D008049:Lipase / Q000378:metabolism*; D011758:Pyrroles / Q000378:metabolism*
chemical_list: D011758:Pyrroles; D008049:Lipase