Product Details of 609-08-5In 2022 ,《Determination of the Absolute Configuration of the Male-Produced Sex Pheromone of the Stink Bug Pellaea stictica, (2R,4R,8R)-2,4,8,13-Tetramethyltetradecan-1-ol by Stereoselective Synthesis Coupled with Enantiomeric Resolution》 was published in Journal of Chemical Ecology. The article was written by Gomes, Carla M. B.; Souza, Joao P. A.; Millar, Jocelyn G.; Zarbin, Paulo H. G.. The article contains the following contents:
A series of syntheses was designed to: (a) furnish a mixture of all possible stereoisomers; (b) a narrowed down group of diastereomers, and (c) one specific enantiomer. A crucial step in the syntheses involved a coupling reaction between two key intermediates: a phosphonium salt and an aldehyde, through a Wittig olefination. NMR data of a mixture of the synthetic pheromone diastereomers and further comparison of GC retention times with that of the natural product by gas chromatog. suggested that the Me branches at C2 and C4 were in a syn relationship, reducing the possibilities to only four of the eight possible stereoisomers. Employing GC anal., chiral derivatization reagents and synthetic (2R,4R,8R)-2,4,8,13-tetramethyltetradecan-1-ol it was possible to confirm the configuration of the Me branch at C8 as R, reducing the number of possible stereoisomers to two. After enantioselective synthesis of (2R,4R,8R)-2,4,8,13-tetramethyltetradecan-1-ol, the absolute configurations of all Me branches of the natural compound were confirmed as R, fully identifying the male-produced sex pheromone of P. stictica as (2R,4R,8R)-2,4,8,13-tetramethyltetradecan-1-ol. In the experiment, the researchers used many compounds, for example, Diethyl 2-methylmalonate(cas: 609-08-5Product Details of 609-08-5)
Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.Product Details of 609-08-5
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics