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Merck
CN
  • Synthesis from D-altrose of (5R,6R,7R,8S)-5,7-dihydroxy-8-hydroxymethylconidine and 2,4-dideoxy-2,4-imino-D-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-D-mannitol.

Synthesis from D-altrose of (5R,6R,7R,8S)-5,7-dihydroxy-8-hydroxymethylconidine and 2,4-dideoxy-2,4-imino-D-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-D-mannitol.

Organic letters (2012-07-31)
Noelia Araújo, Sarah F Jenkinson, R Fernando Martínez, Andreas F G Glawar, Mark R Wormald, Terry D Butters, Shinpei Nakagawa, Isao Adachi, Atsushi Kato, Akihide Yoshihara, Kazuya Akimitsu, Ken Izumori, George W J Fleet
ABSTRACT

Ring closure of a 3,5-di-O-triflate derived from D-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Azetidine, 98%
Sigma-Aldrich
Swainsonine, synthetic
Sigma-Aldrich
Swainsonine, from Metarrhizium anisopliae, ≥98% (TLC)