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Aminoglycoside antibiotics. 3. Synthesis of a furanosyl isomer of kanamycin B from a protected 3-amino-3-deoxyglucofuranosyl chloride

โœ Scribed by Sitrin, Robert D.; Cooper, David J.; Weisbach, Jerry A.


Book ID
126923685
Publisher
American Chemical Society
Year
1978
Tongue
English
Weight
670 KB
Volume
43
Category
Article
ISSN
0022-3263

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Synthesis of Fmoc-protected (2S,3S)-2-hy
โœ Reynier A. Tromp; Michael van der Hoeven; Alessia Amore; Johannes Brussee; Mark ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 210 KB

A stereoselective chemoenzymatic synthesis of Fmoc-protected (2S,3S)-2-hydroxy-3-amino acids 6 is described. After the formation of cyanohydrin 2 from 2-furaldehyde in the presence of R-oxynitrilase and subsequent protection, 3 was transformed into fully protected ethanolamines 5. Ozonolysis provide