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Synthesis of 2-deoxy-2-[(2,2-difluoro-3-hydroxytetradecanoyl)amino]-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-D-glucopyranose 4-phosphate

✍ Scribed by Shiozaki, Masao; Kobayashi, Yoshiyuki; Arai, Masami; Watanabe, Takashi; Hiraoka, Tetsuo; Nishijima, Masahiro; Kuge, Sayuri; Otsuka, Toshiaki; Akamatsu, Yuzuru


Book ID
125975598
Publisher
American Chemical Society
Year
1991
Tongue
English
Weight
580 KB
Volume
34
Category
Article
ISSN
0022-2623

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A convenient synthesis of 2-deoxy-2-[(R)
✍ Ingolf Macher πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 English βš– 417 KB

The crystalline tris(hydroxymethyl)ainomethane ("Tris") salt of 2-deoxy-2-[(R)-3-hydroxytetradecanamido]-3-0-[(R)-3-hydroxytetradecanoyl]-cY-D-glucopyranose 1 -phosphate (lipid X) has been synthesised from 2-animo-2-deoxy-D-glucose hydrochloride in five steps in -50% overall yield. The key step was