60609-52-1Relevant articles and documents
Trogoderma granarium sex pheromone and preparation method thereof
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, (2019/02/17)
The invention discloses trogoderma granarium sex pheromone and a preparation method thereof. The preparation method comprises the following steps: enabling (R)-2-methylbutanol to react with 5-sulfydryl-1-phenyltetrazole Mitsnobu to obtain A; enabling A to react with peroxy acid to obtain B; enabling 1,3-propanediol to react with benzyl chloride under an alkaline condition to obtain C; oxidizing Cto obtain a compound D; enabling B to react with D and hexamethyldisilamine lithium salt to obtain E; catalytically hydrogenating E by virtue of palladium to obtain F; enabling F, iodine, tertiary phosphine and imidazole to obtain G; obtaining H by using 1,8-octylene glycol and benzyl chloride and alkali; oxidizing H to obtain I; obtaining J by using I, carbon tetrabromide and triphenylphosphine Corey-Fush; obtaining K by using J and strong alkali; obtaining L by using K and G and alkali; obtaining M by using L, ethyl mercaptan and boron trifluoride diethyl etherate solution; catalytically hydrogenating M by virtue of metal to obtain N; and oxidizing N to obtain a target product, wherein a chemical name of the target product is (R,Z)-14-methylhexadeca-8-ene-1-aldehyde, thus obtaining the trogoderma granarium sex pheromone. The preparation method disclosed by the invention is low in cost and high in yield.
A practical total synthesis of both e - And Z -isomers of optically pure (S)-14-methylhexadec-8-enal (Trogodermal)
Yadav, Jhillu S.,Chandravathi,Thrimurtulu,Prasad,Ghamdi, Ahmad Alkhazim Al
, p. 1513 - 1518 (2013/07/05)
The total synthesis of both E- and Z-isomers of optically pure (S)-14-methylhexadec-8-enal (trogodermal) is described. Key steps involved Corey-Fuchs reaction, zipper isomerization, and different hydrogenation conditions for cis- and trans-isomers. Georg
A Practical Synthesis of the Khapra Beetle Pheromones
Pawar, Archana S.,Chattopadhyay, Subrata,Mamdapur, Vasant R.
, p. 445 - 446 (2007/10/02)
A practical synthesis of the title pheromones is described.The features of the synthesis include high optical purities of the target compounds, utilization of easy accessible materials and employment of operationally simple and facile reactions.Key Words: Khapra beetle / Pheromones / Trogoderma granarium / 8-Hexadecenal, (14R)-14-methyl-