66176-68-9

Upstream product

• 56981-07-8 methyl 2,3-dideoxy-2-c-methyl-α-D-erythro-hex-2-enooyranoside 
• 111852-29-0 methyl 2,3-dideoxy-2-C-methyl-4-O-trimethylsilyl-6-O-trityl-α-D-threo-hex-3-enopyranoside 
• 66176-71-4 (2R,3S,6S)-6-Methoxy-5-methyl-2-trityloxymethyl-3,6-dihydro-2H-pyran-3-ol 
• 101155-69-5 methyl 2,3-dideoxy-6-o-trityl-α-D-glycero-hex-2-enopyranosid-4-ulose 

Downstream Products

• 101155-67-3 methyl 2,3-dideoxy-2,2-di-C-methyl-4-O-trimethylsilyl-α-D-glycero-hex-3-enopyranoside 
• 101155-66-2 methyl 2,3-dideoxy-2,2-di-C-methyl-6-O-trityl-α-D-glycero-hexopyranosid-4-ulose 
• 101155-68-4 methyl 3,4-di-O-acetyl-2-deoxy-2,2-di-C-methyl-6-O-trityl-α-D-arabino-hexopyranoside 

Relevant academic research and scientific papers

Synthesis of 2,2-Di-C-methyl-2-deoxy- and 4,4-Di-C-methyl-4-deoxypyranosides via Michael Addition of Conjugated Enopyranosiduloses

Three hexopyranosides having gem-di-C-methyl group at 2- or 4-positions were synthesized by Michael addition to 2-enopyranosid-4-ulose and 3-enopyranosid-2-ulose derivatives, respectively, followed by hydroboration.A heptopyranosid-6-ulose having gem-di-C-methyl group at C-4 was also synthesized from 4-enopyranosid-6-ulose derivative in a similar way.

TWO COMPLEMENTARY METHODS FOR INTRODUCTION OF gem-DIMETHYL GROUP IN HEXOPYRANOSIDE RING

Hexopyranosides having a gem-dimethyl group in the pyranose ring were synthesized by reductive cleavage of spiro-cyclopropane derivatives and by addition of methyl cuprates to methyl-branched enolone derivatives.