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Synthesis of Anomerically Pure, Furanose‐Free α‐Benzyl‐2‐amino‐2‐deoxy‐ d ‐altro‐ and d ‐manno‐pyranosides and Some of Their Derivatives

✍ Scribed by Chiu, Tony M. K.; Sigillo, Katina; Gross, Paul H.; Franz, Andreas H.


Book ID
120185689
Publisher
Taylor and Francis Group
Year
2007
Tongue
English
Weight
358 KB
Volume
37
Category
Article
ISSN
0039-7911

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The reaction of 2-amino-2-deoxy-D-glucose hydrochloride with 5,5-dimethyl-2-phenylaminomethylene-1 ,fcyclohexanedione in MeOH in the presence of Et,N afforded 2-deoxy-2-[(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino]-~-~ucase (6) in yields >75%. Glycosidation of 6 with different alcohols (MeOH,