131011-23-9

Basic information

• Product Name: Methyl (2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-<3-(4,5-dihydro-1-methyl-5-oxo-3-phenyl-4-pyrazolyl)-2-propenyl>-2H-pyran-5-carboxylate
• CAS NO: 131011-23-9
• Molecular Weight: 544.558
• Mol File: 131011-23-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Methyl (2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-<3-(4,5-dihydro-1-methyl-5-oxo-3-phenyl-4-pyrazolyl)-2-propenyl>-2H-pyran-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-<3-(4,5-dihydro-1-methyl-5-oxo-3-phenyl-4-pyrazolyl)-2-propenyl>-2H-pyran-5-carboxylate(131011-23-9)
• EPA Substance Registry System: Methyl (2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-4-<3-(4,5-dihydro-1-methyl-5-oxo-3-phenyl-4-pyrazolyl)-2-propenyl>-2H-pyran-5-carboxylate(131011-23-9)

Safety Data

• Hazardous Substances Data: 131011-23-9(Hazardous Substances Data)

Upstream product

• 19351-63-4 secologanin 
• 41927-50-8 1-methyl-3-phenyl-2-pyrazolin-5-one 

Relevant articles and documents

Synthesis of Bridged Homoiridoids from Secologanin by Tandem-Knoevenagel-Hetero-Diels-Alder Reactions

The tandem-Knoevenagel-hetero-Diels-Alder reaction of the chiral enantiomerically pure monoterpene glucoside secologanin (1) with 1,3-dicarbonyl compounds 6a-d and the analogous compounds 11a-b in the presence of ethylenediammonium diacetate as catalyst leads to the bridged cycloadducts 8a-d and 13a-b in 60-70percent yield, except for 8d.Compound 8b can be transformed into 9 by treatment with methanol and into 10 by treatment with water.The cycloadditions are highly regio- and stereoselective, affording only the bridged but not the annulated compounds as single diastereomers.