Practical Total Synthesis of (2S,3S,4R)-1-O-(α-D-Galactopyranosyl)-N-hexacosanoyl-2-amino-1,3,4-octadecanetriol, the Antitumorial and Immunostimulatory α-Galactosylcer-amide, KRN7000

Masahiro Morita; Eiji Sawa; Kazuo Yamaji; Teruyuki Sakai; Takenori Natori; Yasuhiko Koezuka; Hideaki Fukushima; Kohji Akimoto

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Practical Total Synthesis of (2S,3S,4R)-1-O-(α-D-Galactopyranosyl)-N-hexacosanoyl-2-amino-1,3,4-octadecanetriol, the Antitumorial and Immunostimulatory α-Galactosylcer-amide, KRN7000

Bioscience, Biotechnology and Biochemistry (1996) 60(2) 288-292

DOI: 10.1271/bbb.60.288

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Abstract

A practical total synthesis of (2S,3S,4R)-l-O-(α-d-galactopyranosyl)-N-hexacosanoyl-2-amino-l,3,4-octadecanetriol (KRN7000), an antitumorial and immunostimulatory glycosphingolipid derived from agelasphins, was achieved in 14 steps starting from d-lyxose in a 16% overall yield. © 1996, Taylor & Francis Group, LLC. All rights reserved.

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Morita, M., Sawa, E., Yamaji, K., Sakai, T., Natori, T., Koezuka, Y., … Akimoto, K. (1996). Practical Total Synthesis of (2S,3S,4R)-1-O-(α-D-Galactopyranosyl)-N-hexacosanoyl-2-amino-1,3,4-octadecanetriol, the Antitumorial and Immunostimulatory α-Galactosylcer-amide, KRN7000. Bioscience, Biotechnology and Biochemistry, 60(2), 288–292. https://doi.org/10.1271/bbb.60.288

Practical Total Synthesis of (2S,3S,4R)-1-O-(α-D-Galactopyranosyl)-N-hexacosanoyl-2-amino-1,3,4-octadecanetriol, the Antitumorial and Immunostimulatory α-Galactosylcer-amide, KRN7000

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