1037290-81-5

Basic information

• Product Name: 5,7-di-O-benzyl-4,6-O-isopropylidene-D-glycero-D-manno-heptitol
• Synonyms: 5,7-di-O-benzyl-4,6-O-isopropylidene-D-glycero-D-manno-heptitol
• CAS NO: 1037290-81-5
• Molecular Weight: 432.514
• Mol File: 1037290-81-5.mol

Chemical Properties

• CAS DataBase Reference: 5,7-di-O-benzyl-4,6-O-isopropylidene-D-glycero-D-manno-heptitol(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-di-O-benzyl-4,6-O-isopropylidene-D-glycero-D-manno-heptitol(1037290-81-5)
• EPA Substance Registry System: 5,7-di-O-benzyl-4,6-O-isopropylidene-D-glycero-D-manno-heptitol(1037290-81-5)

Safety Data

• Hazardous Substances Data: 1037290-81-5(Hazardous Substances Data)

Upstream product

• 1037290-54-2 (Z)-5,7-di-O-benzyl-2,3-dideoxy-4,6-O-isopropylidene-D-ribo-hept-2-enitol 
• 1037290-52-0 tert-butyl (Z)-5,7-di-O-benzyl-2,3-dideoxy-4,6-O-isopropylidene-D-ribo-hept-2-enoate 

Downstream Products

• 488-38-0 volemitol 

Relevant articles and documents

Role of the side chain stereochemistry in the α-glucosidase inhibitory activity of kotalanol, a potent natural α-glucosidase inhibitor. Part 2

To examine the role of the side chain of kotalanol (2), a potent natural α-glucosidase inhibitor isolated from Salacia reticulata, on inhibitory activity, four diastereomers (11a-11d) with reversed configuration (S) at the C-4′ position in the side chain were synthesized and evaluated. Two of the four (11b and 11d) significantly lost their inhibitory activity against both maltase and sucrase, while the other two (11a and 11c) sustained the inhibitory activity to a considerable extent, showing distinct activity in response to the change of stereochemistry of the hydroxyls at the 5′and 6′ positions. Different activities were rationalized with reference to in silico docking studies on these inhibitors with hNtMGAM. Against isomaltase, all four analogs showed potent inhibitory activity as well as 2, and 11b and 11d exhibited enzyme selectivity.

CYCLIC SULFONIUM SALT, METHOD FOR PRODUCTION OF CYCLIC SULFONIUM SALT, AND GLYCOSIDASE INHIBITOR

Disclosed are: kotalanol which has an inhibitory activity on a glucosidase; a method for producing kotalanol or a cyclic sulfonium salt which is an analogue to kotalanol by an organic synthesis technique; a cyclic sulfonium salt produced by the method; a glucosidase inhibitor comprising the compound; an anti-diabetic agent or an anti-diabetic food comprising the glucosidase inhibitor. A sulfonium compound including kotalanol can be produced by coupling a thio-sugar synthesized from D-xylose (e.g., a compound having a cyclic structure composed of 4 carbon atoms and one sulfur atom, such as 1,4-dideoxy-1,4-epithio-D-arabinitol) with a heptitol cyclic sulfate ester having a protected hydroxyl group and synthesized from a pentose (D-xylose, D-ribose, D-arabinose, D-lyxose, L-xylose, L-ribose, L-arabinose or L-lyxose) to produce a cyclic sulfonium salt having a protected hydroxyl group, and then deprotecting the hydroxyl group.