67616-77-7

Usage

Molecular structure

Consists of a tetrahydro-2H-pyran ring with a long hydrocarbon chain attached to it.

Hydrocarbon chain

Contains a terminal alkyne group and a cis double bond at the 13th position.

Usage

Often used in organic chemistry as a building block for the synthesis of complex molecules.

Bioactivity

Has been studied for its potential bioactive properties and has shown promising results in various biological assays.

Applications

Has potential applications in medicinal chemistry, materials science, and other industrial fields.

Upstream product

• 17739-45-6 2-(2-bromoethoxy)tetrahydropyran 
• 40365-61-5 2-(but-3-yn-1-yloxy)tetrahydropyran 
• 72604-74-1 (5Z)-14-bromotetradeca-5-ene 
• 70863-80-8 9-((tetrahydro-2H-pyran-2-yl)oxy)nonan-1-al 
• 71612-09-4 (Z)-1-(2-Tetrahydropyranyloxy)-9-tetradecene 
• 110-87-2 3,4-dihydro-2H-pyran 
• 51442-80-9 5-(tetrahydro-2H-pyran-2-yloxy)-2-pentyn-1-ol 
• 60037-69-6 9-tetradecyn-1-ol 
• 102222-68-4 1-(1-ethoxyethyloxy)-9-decyne 
• 17643-36-6 9-decyn-1-ol 
• 35153-15-2 (Z)-9-tetradecen-1-ol 
• 64502-56-3 (Z)-tridec-8-en-1-ol 
• 21406-61-1 pentyltriphenylphosphonium bromide 
• 135062-21-4 1-bromo-(Z)-8-tridecene 

Downstream Products

• 53120-27-7 (3Z,13Z)-3,13-octadecadien-1-yl acetate 
• 53120-26-6 (3E, 13Z)-3,13-octadecadien-1-yl acetate 
• 66410-24-0 (3Z,13Z)-3,13-octadecadienyl alcohol 
• 66410-28-4 trans-2,cis-13-octadecadien-1-ol 

Relevant academic research and scientific papers

Stereoselective synthesis of (Z,Z)-3, 13-octadecadien-1-ol, (Z,Z)-3, 13-octadecadien-1-yl acetate and their (E,Z)isomers

(Z,Z)-3,13-Octadecadien-1-ol (VIII), (Z,Z)-3,13-octadecadien-1-yl acetate (IX) and their corresponding (E,Z) isomers (X and XI) have been synthesized via Li2CuCl4 catalysed coupling reaction of (Z)-8-tridecylmagnesium bromide with mesylate (II) as a key step.

A CONVENIENT SYNTHESIS OF 2,13- AND 3,13-OCTADECADIENYL ACETATES, SEX PHEROMONE COMPONENTS OF THE Synanthedon SPECIES

The sex pheromone components of several Synanthedon species, 2,13- and 3,13- octadecadienyl acetates (Ic, Id, IIc, IId), have been synthesized following the acetylenic route of chain elongation.Starting from ω-alkyn-1-ols III, the final compounds were constructed in five steps in about 30percent overall yields.Transformation of triple bond containing intermediates into the corresponding (Z)- and (E)-olefins was achieved either by hydrogenation over the P2-Ni catalyst or by using a dispersion of sodium in toluene.The title pheromones were generated in more than 97percent stereoisomeric purity. 1H and 13C NMR data of all derivatives are included.

SIMPLE AND STEREOCONTROLLED SYNTHESIS OF AN OPTIMAL ISOMERIC MIXTURE OF 3,13-OCTADECADIEN-1-YL ACETATES

A simple route has been developed for the preparation of the optimal isomeric mixture of 3,13-octadecadien-1-yl acetates (ODDA) which is the active sex pheromone of many Synanthedon species.The stereocontrolled formation of double bonds have been achieved via Wittig reaction and subsequent reduction of C-C triple bond.