226982-79-2

Upstream product

• 226982-74-7 Benzoic acid (2S,3S,4R,5R,6R)-5-acetoxy-6-allyloxy-2-methyl-4-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 
• 183613-29-8 allyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside 
• 545-06-2 trichloroacetonitrile 

Downstream Products

• 226982-82-7 Ethyl 2-O-acetyl-4-O-benzoyl-3-O-trichloroacetimidoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-1-thio-α-L-rhamnopyranoside 
• 226982-84-9 Ethyl 2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-1-thio-α-L-rhamnopyranoside 
• 287203-85-4 Ethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-1-thio-α-L-rhamnopyranoside 

Relevant academic research and scientific papers

Synthesis of a group of diosgenyl saponins with combined use of glycosyl trichloroacetimidate and thioglycoside donors

With the combined use of glycosyl trichloroacetimidates and thioglycosides, a group of natural diosgenyl saponins (1-6) are efficiently synthesized, in either a stepwise or a 'one-pot' manner. The trichloroacetimidate is employed as an efficient temporary hydroxy protecting group in glycosylation with the glycosyl trichloroacetimidate. The intermolecular alkylthio-group transfer is demonstrated to be a common side-reaction during glycosylation with thioglycosides. The Royal Society of Chemistry 2000.

Trichloroacetimidate as an efficient protective group for alcohols

The trichloroacetimidate is disclosed to be a general and efficient protective group for alcohols, which can be deprotected under mild acidic, basic, or neutral conditions, and has orthogonal stability with the acetate and tert-butyldimethylsilyl (TBS) protections.