131906-80-4

Upstream product

• 121404-69-1 (S)-(-)-3-methylundecan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 131906-77-9 (S)-3-Methyl-6-undecyl Acetate 
• 82426-10-6 (3S)-3-methyl-6-oxohexan-1-yl acetate 
• 67601-05-2 (3S)-3,7-dimethyl-6-octen-1-yl acetate 
• 709027-78-1 (S)-3-methyl-1-(tert-butyldimethylsilyloxy)undecane 

Downstream Products

• 121404-70-4 (S)-1-phenylsulfide-3-methylundecane 
• 131906-84-8 (5S,7RS,9S)-5,9-Dimethyl-7-(phenylsulfonyl)heptadecane 
• 121404-71-5 (S)-(+)-1-phenylsulfonyl-3-methylundecane 
• 108195-53-5 (5S,9S)-5,9-Dimethylheptadecane 

Relevant academic research and scientific papers

A concise asymmetric synthesis of (2S,3S,7S)-3,7-dimethylpentadecan-2-yl acetate and propionate, the sex pheromones of pine sawflies

(2S,3S,7S)-3,7-Dimethylpentadecan-2-yl acetate (2) and its propionate analogue (3) are the main sex pheromones of all Neodiprion species and Diprion similes, respectively. Starting from (S)-malic acid and employing a highly chemo-, regio-, and stereoselective tandem ester reduction-epoxide formation-reductive epoxide-opening reaction protocol, an efficient total synthesis of (2S,3S,7S)-2 and -3 is reported herein.

Pheromone Synthesis, CXXIX - Synthesis of the (5S,9S)-Isomers of 5,9-Dimethylheptadecane and 5,9-Dimethyloctadecane, the Major and the Minor Components of the Sex Pheromone of Leucoptera malifoliella Costa

The synthesis of (5S,9S)-5,9-dimethylheptadecane (1) as well as that of (5S,9S)-5,9-dimethyloctadecane (2) has been achieved by starting from methyl (R)-3-hydroxy-2-methylpropanoate (3a) and (S)-citronellal (7). --- Key Words: Heptadecane, 5,9-dimethyl- /