90121-05-4

Upstream product

• 53046-97-2 (Z,Z)-1-hydroxynona-3,6-diene 
• 120379-73-9 Methanesulfonic acid (3Z,6Z)-nona-3,6-dienyl ester 
• 603-35-0 triphenylphosphine 
• 90121-03-2 (3Z,6Z)-1-bromonona-3,6-diene 
• 120379-74-0 (3Z,6Z)-1-iodo-3,6-nonadien 
• 57386-91-1 nona-3,6-diyn-1-ol 

Downstream Products

• 75207-09-9 LTC5 
• 79695-13-9 LTD5 
• 79695-14-0 LTE5 
• 156479-54-8 Benzoic acid (2E,4Z,7Z,10Z)-(R)-1-((Z)-6-methoxycarbonyl-hex-2-enyl)-trideca-2,4,7,10-tetraenyl ester 
• 90121-06-5 4-[((1E,3E,5Z,8Z,11Z)-3-Tetradeca-1,3,5,8,11-pentaenyl)-oxiranyl]-butyric acid methyl ester 

Relevant academic research and scientific papers

(6Z,9Z,12Z)-6,9,12-Octadecatriene and (3Z,6Z,9Z,12Z)-3,6,9,12-icosatetraene, the novel sex pheromones produced by emerald moths

(6Z,9Z,12Z)-6,9,12-Octadecatriene and (3Z,6Z,9Z,12Z)-3,6,9,12-icosatetraene, hydrocarbons unsaturated more highly than usual lepidopteran Type II pheromones, were identified from geometrid females of Hemithea tritonaria and Thalassodes immissaria intaminata, respectively. The triene was synthesized by a double Wittig reaction between hexanal and an ylide derived from (Z)-1,6-diiodo-3-hexene, and the tetraene was synthesized by a coupling between (Z)-3-undecenal and an ylide derived from (3Z,6Z)-1-iodo-3,6-nonadiene. Each synthetic compound attracted males of the corresponding emerald moths in a field.

First total synthesis of a barnacle hatching factor 8(R)-Hydroxy-eicosa-5(Z),9(E),11(Z),14(Z),17(Z)-pentaenoic acid

The first total synthesis of a barnacle hatching factor (BHF) establishes its constitution and absolute stereochemistry as 8(R)-Hydroxy-eicosa-5(Z),9(E),11(Z),14(Z),17(Z)-pentaenoic acid 1.