86172-10-3

Upstream product

• 790685-10-8 1'-O-TBDMS-6,6'-di-O-TBDPS-2,3,3',4,4'-penta-O-acetyl-sucrose 
• 34382-02-0 2,3,4,3',4'-penta-O-acetylsucrose 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 111828-99-0 2,3,4,3',4'-penta-O-acetyl-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-deoxy-1'-ethoxycarbonylmethylenesucrose 
• 111852-33-6 3,4,3',4'-tetra-O-acetyl-2,1'-anhydro-6,6'-di-O-(tert-butyldiphenylsilyl)-1'-methoxycarbonylmethylsucrose 
• 111852-32-5 1'-aldehydo-6,6'-di-O-(tert-butyldiphenylsilyl)sucrose penta-acetate 
• 81086-98-8 6,6'-di-O-tert-butyldiphenylsilyl-2,3,4,1',3',4'-hexa-O-acetylsucrose 

Relevant academic research and scientific papers

Fast galloylation of a sugar moiety: Preparation of three monogalloylsucroses as references for antioxidant activity. A method for the selective deprotection of tert-butyldiphenylsilyl ethers

Three protected new gallotannins, namely the 6'-O-(tri-O-methylgalloyl)-2,3,4,6,1',3',4'-hepta-O-acetylsucrose, the 6'-O-(tri-O-methylgalloyl)-2,3,4,6,1',3',4'-hepta-O-benzoylsucrose and the 6,6'-di-O-tert-butyldiphenylsilyl-1'-O-(tri-O-methylgalloyl)-2,3, 4,3',4'-penta-O-acetylsucrose have been prepared in four short sequences from sucrose. Methods for rapid galloylation have been studied in order to avoid simultaneous acyl transfer reactions. A method for the deprotection of a tert-butyldiphenylsilyl ether has been developed which avoids the intramolecular migration of a benzoate group. (C) 2000 Elsevier Science Ltd.

BRANCHED-CHAIN SUCROSES: SYNTHESIS AND WITTIG REACTION OF THE 1'-ALDEHYDO DERIVATIVE OF SUCROSE

The reaction of 2,3,4,3',4'-penta-O-acetylsucrose (1) with 3.3 mol. equv. of tert-butyldiphenylsilyl chloride in pyridine in the presence of 4-dimethylaminopyridine gave the 6,1',6'-tris(tert-butyldiphenylsilyl) derivative 2 (27percent) and the 6,6'-bis(t