901129-88-2

Basic information

• Product Name: methyl 3,5-di-O-(tert-butyldimethylsilyl)-4-O-methanesulfonylquinate
• Synonyms: methyl 3,5-di-O-(tert-butyldimethylsilyl)-4-O-methanesulfonylquinate
• CAS NO: 901129-88-2
• Molecular Weight: 512.813
• Mol File: 901129-88-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl 3,5-di-O-(tert-butyldimethylsilyl)-4-O-methanesulfonylquinate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,5-di-O-(tert-butyldimethylsilyl)-4-O-methanesulfonylquinate(901129-88-2)
• EPA Substance Registry System: methyl 3,5-di-O-(tert-butyldimethylsilyl)-4-O-methanesulfonylquinate(901129-88-2)

Safety Data

• Hazardous Substances Data: 901129-88-2(Hazardous Substances Data)

Upstream product

• 191916-39-9 methyl (-)-quinate 
• 77-95-2 D-(-)-quinic acid 
• 135711-62-5 methyl quinicate 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 135558-85-9 cis-quinic acid 
• 193956-42-2 meso-methyl 5-epi-quinate 
• 77-95-2 D-(-)-quinic acid 
• 23804-29-7 scyllo-(1α,3α,4β,5α)-Quinic acid 
• 35949-53-2 (-)-4,5-cyclohexylidenequinic acid lactone 
• 901129-91-7 methyl 4-O-methanesulfonylquinate 

Relevant articles and documents

Synthesis, Structure, and Tandem Mass Spectrometric Characterization of the Diastereomers of Quinic Acid

(-)-Quinic acid possess eight possible stereoisomers, which occur both naturally and as products of thermal food processing. In this contribution, we have selectively synthesized four isomers, namely, epi-quinic acid, muco-quinic acid, cis-quinic acid, and scyllo-quinic acid, to develop a tandem LC-MS method identifying all stereoisomeric quinic acids. Four derivatives have been unambiguously characterized by single-crystal X-ray crystallography. The missing diastereomers of quinic acid were obtained by nonselective isomerization of (-)-quinic acid using acetic acid/concentrated H2SO4 allowing chromatographic separation and assignment of all diastereomers of quinic acid. We report for the first time that a full set of stereoisomers are reliably distinguishable on the basis of their tandem mass spectrometric fragment spectra as well as their elution order. A rationale for characteristic fragmentation mechanisms is proposed. In this study, we also observed that muco-quinic acid, scyllo-quinic acid, and epi-quinic acid are present in hydrolyzed Guatemalan roasted coffee sample as possible products of roasting.