1026024-01-0

Upstream product

• 1517-69-7 (R)-1-phenylethanol 
• 1026023-96-0 (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate 
• 77302-56-8 (+)-(R,R)-Weinsaeure-di<(-)-(1R,2S,5R)-menthyl>ester 

Relevant academic research and scientific papers

Derivatizing agents from phosphorus trichloride and terpenyl tartrates for determining the enantiomeric purity of alcohols

Heterocyclic phosphorous acid chlorides, prepared from C 2-symmetric menthyl, borneyl, or fenchyl tartrates and phosphorus trichloride, are inexpensive derivatizing agents for determining the enantiomeric purity of alcohols via phosphorus NMR.

2-Chloro-(4R,5R)-bis[(1R,2S,5R)-menth-1-yloxycarbonyl]-1,3, 2-dioxaphospholane: A practical chiral pool-derived reagent for determining enantiomeric purity of alcohols

(Chemical Equation Presented) 2-Chloro-(4R,5R)-bis[(1R,2S,5R)-menth-1- yloxycarbonyl)]-1,3,2-dioxaphospholane is a practical reagent for reliably determining enantiomeric purity of chiral alcohols via 31P NMR spectroscopy. The compound is available as a crystalline solid on a 20 g scale from PCl3 and bis[(1R,2S,5R)-menth-1-yl] tartrate. It is comparatively inert toward spontaneous hydrolysis under conventional laboratory conditions but undergoes quantitative substitution of alkoxide for chloride if treated with a chiral alcohol. Nonequivalent 31P NMR signals of diastereomeric 2-alkoxy-1,3,2-dioxophospholanes were dispersed by ～1.4-0.1 ppm. The associated integral ratios reflected enantiomeric purities of preweighted samples of (R)- and (S)-1-phenylethanol, (+)- and (-)-menthol, and a set of primary, secondary, and tertiary alcohols with a precision of ±0.4-1.0%.