169613-82-5

Basic information

• Product Name: 2,3-di-O-methyl-5,6-di-O-p-toluenesulfonyl-L-ascorbic acid
• CAS NO: 169613-82-5
• Molecular Weight: 512.559
• Mol File: 169613-82-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,3-di-O-methyl-5,6-di-O-p-toluenesulfonyl-L-ascorbic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-di-O-methyl-5,6-di-O-p-toluenesulfonyl-L-ascorbic acid(169613-82-5)
• EPA Substance Registry System: 2,3-di-O-methyl-5,6-di-O-p-toluenesulfonyl-L-ascorbic acid(169613-82-5)

Safety Data

• Hazardous Substances Data: 169613-82-5(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 40613-68-1 2,3-di-O-methyl-L-ascorbic acid 

Relevant articles and documents

Simple and Efficient Stereoselective Synthesis of (Z)- and (E)-Alkylidene 2,3-Dimethoxybutenolides from L-Ascorbic Acid and D-Isoascorbic Acid

Reactions of 2,3-di-O-methyl-5,6-di-O-tosyl-L-ascorbic acid (5b) and 2,3-di-O-methyl-5,6-di-O-tosyl-D-isoascorbic acid (11) with excess of carbon, oxygen and nitrogen nucleophiles produced γ-(Z)-and (E)-alkylidene-2,3-dimethoxybutenolides 6a-e and 12a-d, respectively, in good yields.The formation of the reaction products 6a-e and 12a-d has been rationalised through the involvement of two reaction processes.The ditosylates undergo a stereoselective antiperiplanar E2 reaction first with the nucleophiles to yield exocyclic allylic tosylates of the type 6 or 12 which in a subsequent SN2 reaction give rise to the observed products 6a-e and 12a-d.