190724-34-6

Upstream product

• 33208-47-8 4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose 
• 100-46-9 benzylamine 

Downstream Products

• 190724-42-6 1,6-anhydro-4-O-benzyl-2-(N-benzyl-N-ethoxycarbonyl)amino-2-deoxy-β-D-glucopyranose 
• 50447-92-2 2-amino-1,6-anhydro-4-O-benzyl-2-deoxy-β-D-glucopyranose 
• 213594-52-6 (1R,2R,4S,5S,6R)-3-Benzyl-5-benzyloxy-8,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane 

Relevant academic research and scientific papers

Preparation of 23-dideoxy-2,3-epimino and 3,4-dideoxy-3,4-epimino derivatives of 1,6-anhydro-β-D-hexopyranoses by Mitsunobu reaction

A series of new 2-, 3-and 4-benzylamino-2-, 3-and 4-deoxy derivatives of 1,6-anhydro-β-D-hexopyranoses were prepared from 1,6:2,3-and 1.6:3,4-dianhydro-β-D-hexopyranoses by treatment with benzylamine and converted into 2,3-(N-benzylepimino)-2,3-dideoxy-and 3,4-(N-benzylepimino)-3,4-dideoxy-β-D-hexopyranoses of the D-allo, D-galacto and D-talo configuration by Mitsunobu reaction. The structures of benzylamino and benzylimino derivatives were confirmed by 1H and 13C NMR spectra.

Preparation of 2-oxazolidinones by intramolecular nucleophilic substitution

Treatment of N-alkoxycarbonyl, N-benzyl protected β-amino alcohols with triphenylphosphine and hexachloroethane in 1,2-dichloroethane induces cyclization to 2-oxazolidinones, which are formed by intramolecular attack with inversion of configuration at the secondary alcohol. In contrast, mono N-substituted alkyl carbamates undergo chlorination under the same conditions.