Of branched amino sugar

Synthetic strategies for the preparation of branched amino sugars... 

Syntheses of amino-derivatives of branched-chain sugars, cyclitols and nucleosides are covered in Chapters 14, 18 and 20, respectively. 

The preparations of C-3 branched amino-sugars of the 2,3,6-trideoxy-L-hexopyranose type related to daunosamine, for example 15 and 16, have been reported. (See Vol. 25, Chapter 14, ref. 16 and 49 and Vol. 24, Chapter 14, ref. 28 for related work). 

The four isomeric methyl 2,4,6-trideoxy-4-C-methyl-4-trifluoroacetamido-L-hexopyranosides (L-ribo-. L-arabino. L-xylo. and L-lyxo-) have been synthesised from L-threonine. The synthesis of some branched-chain derivatives of daunosamine is discussed in Chapter 10. A new naturally occurring branched amino-sugar eremosamine is covered in Chapters 9 and 19. 

A new approach to 3-amino-3-deoxy-sugars involves the modification of branched-chain sugars such as (35), obtained by condensation of acyclic dialdehyde precursors with MeON,... 

The unsaturated nitro-sugar 57 could be epoxidized to 58, or converted into the relatively stable peroxide 59 and then into the epoxides 60 or 61 (Scheme 3). Oxidation of an amino-sugar to a nitro-sugar is covered in the next section. Reference is made to branched-chain nitro-sugars in Chapter 14. 

Debono, M. and Molloy, R.M., Isolation and structure of the novel branched-chain amino sugar derived from antibiotic A35512B, J. Org. Chem., 45, 4685, 1980. 

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