132074-90-9

Upstream product

• 75-15-0 carbon disulfide 
• 64552-06-3 methyl 4,6-O-benzylidene-α-D-galactopyranoside 
• 74-88-4 methyl iodide 

Downstream Products

• 132074-89-6 methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-threo-hex-2-enoside 
• 16848-76-3 methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-galactopyranoside 
• 131985-35-8 methyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hexopyranoside 
• 132023-36-0 (4R,5R)-4,6-dibenzyloxy-5-p-toluenesulfonyloxyhexanal ethylene dithioacetal 
• 131985-39-2 (4R,5S)-5-azido-4,6-dibenzyloxyhexanal ethylene dithioacetal 
• 131985-38-1 2-mercaptoethyl 4,6-di-O-benzyl-1-thio-1,2,3-trideoxy-α-D-threo-hexoside 
• 131985-40-5 (4R,5S)-5-azido-4,6-dibenzyloxyhexanal 
• 131985-37-0 (4R,5R)-4,6-dibenzyloxy-5-hydroxyhexanal ethylene dithioacetal 

Relevant academic research and scientific papers

Expanding the scope of methyl xanthate esters - From Barton-McCombie reaction auxiliary to versatile protective group

The methyl xanthate ester is presented as a versatile protective group for alcohols. Hydroxyl groups can easily be transformed into methyl xanthate esters by several methods and are commonly used as an auxiliary in the Barton-McCombie reaction. We show that these methyl xanthate esters can readily and chemoselectively be cleaved under mild conditions by the action of diethylenetriamine using microwave heating. This method is orthogonal to many common hydroxyl protective groups that can be introduced and cleaved in the presence of methyl xanthate ester.

The Synthesis of (2S,3R)-2-Hydroxymethylpiperidin-3-ol, a Fragment of the Alakloid Swainsonine

Methyl α- and β-D-galactopyranoside have been converted into methyl 4,6-di-O-benzyl-2,3-dideoxy-α- and -β-D-threo-hexoside, and subsequent treatment with ethanedithiol gives the same alcohol.Tosylation and azide displacement gives, after hydrolysis, an az