144660-39-9

Usage

Appearance

Clear, colorless liquid

Odor

Slightly sweet and fruity

Common Uses

Food additive, flavoring agent

Applications

Added to baked goods, candies, beverages

Safety

Generally considered safe in moderate amounts

Potential Health Effects

Excessive intake may lead to adverse health effects

Upstream product

• 144660-38-8 (Z)-3-Chloro-pent-2-enedioic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester 
• 97602-86-3 3-chloro-2-pentenedioic acid 
• 2216-51-5 (-)-menthol 
• 251565-32-9 (-)-[bis-(1R,2S,5R)-(-)-menthyl] 1,3-acetonedicarboxylate 

Downstream Products

• 144660-40-2 (1S,2R,4R)-3-[1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 

Relevant academic research and scientific papers

Synthesis of (-)-epibatidine and its derivatives from chiral allene-1,3-dicarboxylate esters

(-)-Epibatidine, an excellent candidate of non-opioidal anesthesia, was formally synthesized in short steps from di-(l)-menthyl (R)-allene-1,3- dicarboxylate that was facilely prepared as a single isomer by means of crystallization-induced asymmetric tran

A practical improvement of crystallization-induced asymmetric transformation of allene-1,3-dicarboxylates

Enantiomerically pure allene-1,3-dicarboxylates were easily synthesized by using epimerization-crystallization of dissymmetric allene compounds, which were prepared from acetone-1,3-dicarboxylates and naturally abundant chiral alcohols, that is, (-)- and

New asymmetric transformation of optically active allene-1,3-dicarboxylate and its application to the formal asymmetric synthesis of (-)-epibatidine

A new efficient synthesis of di-(-)-L-menthyl (R)-allene-1,3-dicarboxylate [(R)-1] involving asymmetric transformation through epimerization-crystallization with the assistance of a catalytic amount of Et3N was developed; the highly endo-select

Structure and asymmetric diels-alder reactions of optically active allene-1,3-dicarboxylates

Optically active allene-1,3-dicarboxylates (1a and 2a), which contain the axial asymmetry of the allene moiety, were prepared. The Diels-Alder reaction of 1a and 2a with cyclopentadiene afforded the 1:1 (1a or 2a to cyclopentadiene) endo adducts 3a and 4a through the combination of the sterically favorable approach of the diene and the dienophile owing to the axial asymmetry of the allene moiety and the effective secondary orbital interaction. The absolute configurations of 3a and 4a were determined by chemical transformation and X-ray analysis. The absolute configuration of the axial asymmetry of 1a was also determined to be R by X-ray analysis.

Preparation of optically active (R)- and (S)-allene-1,3-dicarboxylates and their asymmetric cycloaddition reactions with cyclopentadiene

Optically active (R)- and (S)-allene-1,3-dicarboxylates were prepared, and their asymmetric Diels-Alder reactions with cyclopentadiene in the presence of Lewis acid proceeded to afford the endo-adducts in high yields. The absolute configuration of the add