427-04-3

Upstream product

• 98-88-4 benzoyl chloride 
• 439-03-2 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose 
• 247017-29-4 1,2,3,4-tetra-O-benzoyl-6-O-trityl-α,β-D-glucopyranoside 
• 2106-10-7 1-deoxy-1-fluoro-α-D-glucose 
• 76-83-5 trityl chloride 

Downstream Products

• 341-61-7 O²,O³,O⁴-tribenzoyl-O⁶-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-glucopyranosyl fluoride 

Relevant academic research and scientific papers

First total synthesis of two new diglycosides, neohancosides A and B, from Cynanchum hancockianum

Neohancosides A (1) and B (2) are monoterpene diglycosides isolated from Cynanchum hancockianum, which is a Chinese folk medicine having antitumor activity. First total synthesis of 1 and 2, (3R)-linaloyl and (3R)-8-hydroxylinaloyl 3-O-β-D-xylopyranosyl-(1 → 6)-β-D-glucopyranosides were achieved stereoselectively using fluoride 12b as a glycosyl donor. The asymmetry of C-3 in 1 and 2 was introduced efficiently by separating diasteremers of (3R), (3S)-linaloyl and (3R), (3S)-8-benzoyloxylinaloyl 3-O-2,3,4-tri-O-benzoyl-β-D-glucopyranoside, 19 and 21 and 20 and 22, respectively. Absolute configurations of 1 and 2 were determined by enzymatic degradation of synthetic intermediates 33 and 34.

First total synthesis of new diglycosides, neohancoside A, and B from Cynanchum hancockianum

First total synthesis of monoterpene diglycosides, neohancosides A (1) and B (2) from Cynanchum hancockianum were achieved stereoselectively using fluoride as a glycosyl donor. The absolute configurations of 1 and 2 were determined by enzymatic degradation of synthetic intermediates.