193695-22-6

Upstream product

• 114298-48-5 1,2,3,4-tetra-O-benzoyl-α-D-glucopyranose 
• 14262-83-0 2,3,4-tri-O-benzoyl-α-D-xylopyranosyl bromide 

Downstream Products

• 178939-82-7 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranosyl fluoride 
• 178939-76-9 (3R)-8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 179090-79-0 (3S)-8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 178939-75-8 (3R)-linaloyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 179090-78-9 (3S)-linaloyl 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 178939-72-5 (3R)-linaloyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 178939-74-7 (3S)-linaloyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 193695-39-5 8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside 
• 178939-73-6 (3R)-8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 179090-77-8 (3S)-8-benzoyloxylinaloyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 193695-38-4 linaloyl 2,3,4-tri-O-benzoyl-6-O-chloroacetyl-β-D-glucopyranoside 
• 192827-11-5 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl bromide 

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.