40984-16-5

Usage

InChI:InChI=1/C12H20Cl2O9/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,15-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12-/m1/s1

Upstream product

• 40984-14-3 6,6'-dichloro-6,6'-dideoxysucrose hexa-acetate 
• 57-50-1 Sucrose 
• 57-50-1 sucrose 

Downstream Products

• 33585-16-9 6,6'-diazido-6,6'-dideoxysucrose 
• 14218-19-0 6-chloro-6-deoxyglucose 
• 151427-75-7 6-chloro-6-deoxy-α-D-fructofuranose 6-chloro-6-deoxy-β-D-fructofuranose 1,2':2,1'-dianhydride 
• 652990-14-2 1′,2,2′,3,3′,4,4′-hexa-O-benzyl-6,6′-dideoxy-6,6′-di-chlorosucrose 
• 14199-63-4 1-deoxymannojirimycin 
• 20847-05-6 6-Azido-6-desoxy-D-glucopyranose 
• 1326706-64-2 6,6'-di-O-acetyl-1'-O-trityl-2,3,3',4,4'-penta-O-benzylsucrose 
• 1326706-65-3 1'-O-trityl-2,3,3',4,4'-penta-O-benzylsucrose 
• 1326706-63-1 6,6'-dichloro-6,6'-dideoxy-1'-O-trityl-2,3,3',4,4'-penta-O-benzylsucrose 
• 131508-65-1 6,6'-dichloro-6,6'-dideoxy-1'-O-tritylsucrose 

Relevant academic research and scientific papers

Macrocyclic derivatives with a sucrose scaffold: insertion of a long polyhydroxylated linker between the terminal 6,6′-positions

A series of five new macrocyclic hybrids with a sucrose scaffold were prepared by the reaction of activated 1′,2,3,3′,4,4′-hexa-O-methylsucrose with diversely functionalized d-mannitols. The 21-, 25-, and 31-membered representatives containing mannitol units were prepared by a macrocyclization of 6,6′-di-O-propargylated sucrose with protected 1,6-diazido-d-mannitol or 6,6′-di-azidosucrose with propargylated d-mannitol (a “click” approach), whereas 23-membered representatives were prepared by double N-alkylation of 1′,2,3,3′,4,4′-hexa-O-methyl-6,6′-di-aminosucrose with 1,6-di-bromoacyl d-mannitol. All sucrose derivatives were tested as putative hosts for chiral recognition of α-phenylethylammonium (α-PEA) cations. In one case, in striking contrast to all sucrose-based macrocyclic hosts previously reported by us, unexpected reverse preference for the R-enantiomer was observed (KR/KS = 1.5).

Library of mild and economic protocols for the selective derivatization of sucrose under microwave irradiation

The chemistry of sucrose is very challenging due to its eight hydroxyl groups, three of which are primary, with very similar reactivities, thus control of the chemoselectivity is a central issue. In this work, the selective formation of monounsaturated es

A Simple Convergent Synthesis of the Mannosidase Inhibitor 1-Deoxymannonojirimycin from Sucrose

The glycosidase inhibitor 1-deoxymannonojirimycin (1,5-dideoxy-1,5-imino-D-mannitol) was synthesized in four simple steps from sucrose via 6,6'-diazido-6,6'-dideoxysucrose and 6-azido-6-deoxy-D-fructofuranose.The "isomeric ballast" of the sequence, 6-azido-6-deoxy-D-glucose, could be partially converted into 6-azido-6-deoxy-d-fructofuranose with the aid of glucose isomerase (E.C. 5.3.1.5) demonstrating a novel synthetic application of this enzyme.The sequence allows access to multigramm quantities of 1-deoxy-mannonojirimycin in over 30percent overall yield without the need for expensive reagents and protecting group manipulations.Key Words: 1-deoxymannonojirimycin, mannosidase inhibitor, glucose isomerase, sucrose, synthesis