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.
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.
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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Morita
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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E
Sawa
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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Yamaji
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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Sakai
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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Natori
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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Koezuka
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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Fukushima
a Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., , 3 Miyahara-cho, Takasaki-shi, Gunma 370-12 , Japan.
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Akimoto
D-lyxose; KRN7000; agelasphins; practical total synthesis; α-galactosylceramide