241126-52-3

Upstream product

• 78-79-5 isoprene 
• 19353-25-4 3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid 

Downstream Products

• 241126-54-5 (S)-3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid (S)-phenylglycinol amide 
• 3033-23-6 (2S,4R)-4-methyl-2-(2-methyl-1-propenyl)tetrahydropyran 
• 241126-55-6 (S)-3,6-dihydro-4-methyl-2H-pyran-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Structure elucidation, enantioselective analysis, and biogenesis of nerol oxide in Pelargonium species

A novel enantioselective synthesis of nerol oxide (3,6-dihydro-4-methyl- 2-(2-methyl-1-propenyl)2H-pyran) was used for the determination of the absolute configuration at C-2. The order of elution of the enantiomers on octakis-(2,3-di-O-butyryl-6-O-tert-butyldimethylsilyl)-γ-cyclodextrin in OV 1701-vi as the chiral stationary phase in enantioselective GC was determined as (2R) before (2S). Enantioselective multidimensional GC/MS (enantio- MDGC/MS) was used for the determination of the enantiomeric ratios of nerol oxide in different geranium oils. As a result, in all investigated oils nerol oxide occurs as a racemate. The biogenesis of nerol oxide in Pelargonium species was investigated by feeding experiments using deuterium-labeled neryl glucoside as the precursor. The Pelargonium plants were able to convert the fed precursor into racemic nerol oxide, which has to be considered as a 'natural racemate'.