Please use this identifier to cite or link to this item:
|Title:||Regioselective sulfonylation of 6,1′,6′-tri-O-tritylsucrose through dibutylstannylation: Synthesis of 4′-O-sulfonyl derivatives of sucrose|
|Source:||Sofian, A.S.M., Lee, C.K., Linden, A. (2002-11-29). Regioselective sulfonylation of 6,1′,6′-tri-O-tritylsucrose through dibutylstannylation: Synthesis of 4′-O-sulfonyl derivatives of sucrose. Carbohydrate Research 337 (24) : 2377-2381. ScholarBank@NUS Repository. https://doi.org/10.1016/S0008-6215(02)00347-6|
|Abstract:||3-O-Mesyl-1,6-di-O-trityl-β-D-fructofuranosyl-(2→1)-6-O-trityl- α-D-glucopyranoside (3) was synthesized via stannylation of 6,1′,6′-tri-O-tritylsucrose with dibutyltin oxide in benzene, followed by treatment of the crude product with methanesulfonyl chloride in the presence of triethylamine in dichloromethane at 0°C. A similar treatment of the tri-tritylsucrose in toluene, instead of benzene, yielded 4-O-mesyl-1,6-di-O-trityl-β-D-fructofuranosyl-(2→1)-6-O-trityl- α-D-glucopyranoside (4) as the major product. The X-ray crystal structure of the corresponding acetyl derivative, 3-O-acetyl-4-O-mesyl-1,6-di-O-trityl-β-D-fructofuranosyl-(2→1)-2, 3,4-tri-O-acetyl-6-O-trityl-α-D-glucopyranoside (5), confirms the position and stereochemistry of the methanesulfonyl group at C-4 of the fructofuranosyl ring. © 2002 Elsevier Science Ltd. All rights reserved.|
|Source Title:||Carbohydrate Research|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Jan 17, 2018
WEB OF SCIENCETM
checked on Nov 28, 2017
checked on Jan 14, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.