title: Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate.
abstract: A solution-phase automated synthesis of the versatile synthetic intermediate, Garner's aldehyde, was demonstrated.tert-Butoxycarbonyl (Boc) protection, acetal formation, and reduction of the ester to the corresponding aldehyde were performed utilizing our originally developed automated synthesizer, ChemKonzert. The developed procedure was also useful for the synthesis of Garner's aldehyde analogues possessing fluorenylmethyloxycarbonyl (Fmoc) or benzyloxycarbonyl (Cbz) protection.
authors.affiliation: Yokohama University of Pharmacy, 601 Matano-cho, Totsuka-ku, Yokohama 245-0066, Japan.
authors.forename: Hisashi
authors.initials: H
authors.lastname: Masui
authors.affiliation: Yokohama University of Pharmacy, 601 Matano-cho, Totsuka-ku, Yokohama 245-0066, Japan.
authors.forename: Sae
authors.initials: S
authors.lastname: Yosugi
authors.affiliation: Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan.
authors.forename: Shinichiro
authors.initials: S
authors.lastname: Fuse
authors.affiliation: Yokohama University of Pharmacy, 601 Matano-cho, Totsuka-ku, Yokohama 245-0066, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Takahashi
keywords: Garner’s aldehyde; acetal formation; amino acid; automated synthesis; reduction