122518-87-0

Basic information

• Product Name: bis((S)-methyl L-lactate) fumarate
• Synonyms: bis((S)-methyl L-lactate) fumarate
• CAS NO: 122518-87-0
• Molecular Weight: 288.254
• Mol File: 122518-87-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: bis((S)-methyl L-lactate) fumarate(CAS DataBase Reference)
• NIST Chemistry Reference: bis((S)-methyl L-lactate) fumarate(122518-87-0)
• EPA Substance Registry System: bis((S)-methyl L-lactate) fumarate(122518-87-0)

Safety Data

• Hazardous Substances Data: 122518-87-0(Hazardous Substances Data)

Upstream product

• 27871-49-4 (S)-Methyl lactate 
• 627-63-4 fumaryl dichloride 

Downstream Products

• 50987-15-0 (1S,2S)-(+)-trans-cyclohex-4-ene-1,2-dicarboxylic acid 
• 51096-08-3 (1S,2S)-cyclohex-4-ene-1,2-dicarboxylic acid 
• 130975-96-1 (S)-Methyl lactate (-)-1-hydroxy-4-phenyl-1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylate 
• 130975-96-1 1-Hydroxy-4-phenyl-1,2,3,4-tetrahydro-naphthalene-2,3-dicarboxylic acid bis-((S)-1-methoxycarbonyl-ethyl) ester 

Relevant articles and documents

Diels-Alder additionn of the fumarate and acrylate of S-methyl lactate to α-hydroxy orthoquinodimethanes

The cycloaddition of α-hydroxy orthoquinodimethane, generated photochemically from 2-methylbenzaldehyde, to the fumarate and acrylate of S-methyl lactate has been found to give a single diastereomer with high asymmetric induction (>95 percent de).This reaction provides a new and versatile synthetic route to substituted tetralins of high optical purity.A trans stereochemistry between the vicinal hydroxyl and carboxylactyl groups has been established for these cycloadducts.This is in contrast to previous work where cis stereochemistry has always been found for major cycloadducts of α-hydroxy o-QDMs.The high asymmetric induction, unusual diastereoselectivity, and the potential use of these reactions in asymmetric synthesis are discussed. - Key words: o-quinodimethanes, Diels-Alder, asymmetric, cycloaddition, induction, diastereoselective.