652990-14-2

Upstream product

• 40984-16-5 6,6'-dichloro-6,6'-didesoxysaccharose 
• 100-39-0 benzyl bromide 

Downstream Products

• 1263312-75-9 6,6'-bis-O-diethoxyphosphoryl-6,6'-dideoxy-1',2,3,3',4,4'-hexa-O-benzylsucrose 
• 1263312-72-6 1',2,3,3',4,4'-hexa-O-benzyl-6,6'-dideoxy-6,6'-diiodosucrose 
• 1263312-74-8 6,6'-dideoxy-6-chloro-6'-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose 
• 1263312-73-7 6,6'-dideoxy-6'-chloro-6-iodo-1',2,3,3',4,4'-hexa-O-benzylsucrose 
• 1263312-84-0 6,6'-bis(diphenylphosphino)-6,6'-dideoxy-1',2,3,3',4,4'-hexa-O-benzylsucrose 
• 1263312-85-1 6,6'-bis(diphenylphosphinyl)-6,6'-dideoxy-1',2,3,3',4,4'-hexa-O-benzylsucrose 
• 652990-17-5 (1R,3S,4S,5R,6R,12R,13R,19R,20R,21S,22R)-4,5,20,21,22-Pentakis-benzyloxy-3-benzyloxymethyl-12,13-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,8,11,14,17,23,24-heptaoxa-tricyclo[17.3.1.1^3,6]tetracosane 
• 652990-15-3 1',2,3,3',4,4'-hexa-O-benzyl-6,6'-O-(3,6,9-trioxaundecan-1,11-diyl)sucrose 
• 652990-16-4 C₆₄H₆₈O₁₃ 
• 343570-93-4 6,6'-di-O-allyl-1',2,3,3',4,4'-hexa-O-benzylsucrose 
• 392699-41-1 2,3,3',4,4'-hexa-O-benzyl-6,6'-O-diethoxyethylenesucrose 
• 392699-42-2 2,3,3',4,4'-hexa-O-benzyl-6,6'-O-ethoxyethylenesucrose 
• 74761-34-5 1’,2,3,3’,4,4’-hexa-O-benzylsucrose 
• 865201-03-2 C₆₈H₇₆O₁₅ 

Relevant academic research and scientific papers

Synthesis of novel macrocyclic derivatives with a sucrose scaffold by the RCM approach

1′2,3,3′4,4′-Hexa-O-benzylsucrose was esterified at both terminal positions with an unsaturated acid derived from d-glucose. Cyclization of the resulting di-olefin under the RCM conditions afforded the corresponding 21-membered macrocyclic unsaturated di-

Microwave-assisted protocols applied to the synthesis of 1′,2,3,3′,4,4′-Hexa-O-benzylsucrose

The sucrose derivative 1′,2,3,3′,4,4′-hexa-O- benzylsucrose is a key intermediate for the chemoselective synthesis of various useful materials, such as macrocycles, crown ether analogs, and polymers. Several strategies for the synthesis of this compound were explored by applying microwave-assisted protocols, thus permitting significant reductions of time and energy compared to other routes. The outcomes of the different approaches were compared and the optimal one, in terms of yield and reproducibility, was found to be the initial protection at the positions 6 and 6′, with tert-butyldiphenylsilylchloride (TBDPSCl) in the presence of 4-(dimethylamino)pyridine (4-DMAP) and pyridine as a solvent, then perbenzylation of the remaining hydroxyl groups, followed by selective deprotection of the TBDPS groups to obtain the title compound.

Synthesis of Macrocyclic Derivatives Containing a Sucrose Unit

An efficient synthesis of 1′,2,3,3′4,4′-hexa-O- benzylsucrose (48% from sucrose) is presented. This diol was used for the preparation of crown ether-type analogs of various size macrocyclic rings with incorporated sucrose units.