40924-58-1

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 
• 106-96-7 propargyl bromide 

Downstream Products

• 110284-18-9 tetrahydro-pyranyl ether of 10-phenoxydeca-2,5,8-triyn-1-ol 
• 35378-82-6 2,5,8-undecatriyne-1-ol 
• 194721-53-4 1-tosyloxy-2,5,8-undecatriyne 

Relevant academic research and scientific papers

SYNTHETIC STUDIES IN THE FIELD OF ATTRACTIVE SUBSTANCES (SEX ATTRACTANTS) OF INSECTS. SYNTHESIS OF NONADECA-1,cis-3,cis-6,cis-9-TETRAENE - THE SEX PHEROMONE OF Operophtera brumata (LEPIDOPTERA; GEOMETRIDAE)

A new synthesis of nonadeca-1,cis-3,cis-6,cis-9-tetraene, the sex pheromone of the winter moth Operophtera brumata, has been developed which involves the alkylation of bromomagnesium derivatives of tetrahydropyranyl ethers of mono- and diacetylenic alcohols by a monoacetylenic bromide, followed by hydrogenation of the resulting triynol to a trienol, oxidation of the latter to an aldehyde, and interaction of the latter with methylenetriphenylphosphorane.

METHOD FOR THE SYNTHESIS OF DHA

A method for preparing docosahexaenoic acid (DHA). The method comprises coupling a compound represented by Formula I with a compound represented by Formula II followed by partial hydrogenation to obtain a compound represented by Formula III. The compound represented by Formula III acts as a DHA precursor and thus can be hydrolysed to obtain DHA. Novel starting materials represented by Formula I and Formula II, and synthetic routes for preparing the same are also provided.

Polyunsaturated alkyl amides from echinacea: Synthesis of diynes, enynes, and dienes

The synthesis of 20 alkyl amides, including 15 naturally occurring polyunsaturated alkyl amides previously identified from Echinacea spp. (1-13 and 62) or from Achilla sp. (55) and five previously unknown geometric isomers (23, 28, 67, 73, and 80), is described. Importantly, these amides include all of the major alkyl amides present in commercially used Echinacea extracts. The syntheses demonstrate methodology used for constructing alkyl amides containing conjugated diyne and isomerically pure enyne and diene moieties and may be adapted easily for the preparation of other alkyl amides present in Echinacea spp. Terminal-conjugated diynes were prepared by a Cadiot-Chodkiewitz coupling/deprotection sequence utilizing a protected bromoacetylene, and methyl-substituted diynes were made via a base-catalyzed rearrangement of terminal-skipped diynes. Conjugated dienes were prepared conveniently and with high stereoselectivity by the reduction of enynes or diynes with Rieke zinc. With the exception of 1-2 and 11-12, the alkyl amides are synthesized here for the first time, and their NMR data are consistent with that of the reported isolated natural compounds.

Synthesis of Both the Enantiomers of (6Z,9Z)-cis-3,4-Epoxy-6,9-heptadecadiene, the Pheromone Component of Various Geometrid Moths

(3S,4R,6Z,9Z)-3,4-Epoxy-6,9-heptadecadiene (1a) and its antipode (1b) were synthesized by employing the Sharpless asymmetric epoxidation as the key reaction.