256221-95-1

Basic information

• Product Name: C₂₃H₂₆O₆
• Synonyms: C₂₃H₂₆O₆
• CAS NO: 256221-95-1
• Molecular Weight: 398.456
• Mol File: 256221-95-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₃H₂₆O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₃H₂₆O₆(256221-95-1)
• EPA Substance Registry System: C₂₃H₂₆O₆(256221-95-1)

Safety Data

• Hazardous Substances Data: 256221-95-1(Hazardous Substances Data)

Upstream product

• 256221-80-4 4',6'-isopropylidene-10-O-(1-methyl-1-methoxyethyl)-geniposide 
• 256221-91-7 [(1R,2S,5S)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-hydroxymethyl-cyclopentyl]-methanol 
• 256221-90-6 (S)-1-((1S,2R,3S)-2,3-Bis-hydroxymethyl-cyclopentyl)-ethane-1,2-diol 
• 256221-89-3 (4S,4aS,7S,7aR)-4-Hydroxy-7-hydroxymethyl-hexahydro-cyclopenta[c]pyran-3-one 
• 98-88-4 benzoyl chloride 
• 42830-26-2 6,7-dihydroapodantheroside 
• 24512-63-8 geniposide 

Downstream Products

• 256221-96-2 C₂₂H₂₄O₅ 

Relevant articles and documents

Stereoselective hydrogenation and ozonolysis of iridoids. Conversion into carbocyclic nucleoside analogues

Stereoselective hydrogenation of the iridoids geniposide (9) and aucubin (19) was achieved by using the 1-methyl-1- methoxyethyl ether as a protecting group for the allylic alcohol, as it enhanced the stereoselectivity and prevented undesired hydrogenolysis. Ozonolysis of the hydrogenation product from 9, adoxoside (11), with reductive workup, afforded either a chiral lactone (25) or a chiral polyol (26), depending on the reduction conditions. Polyol 26 was subjected to protecting-group manipulation and subsequent oxidation and reductions to yield cyclopentane building blocks (29-34), which, by Mitsunobu couplings with purines, afforded carbocyclic nucleoside analogues (7, 8, and 35).