250359-36-5

Upstream product

• 104640-12-2 (4R,5R)-4-ethyl-2,2-dimethyl-5-(4-pentenyl)-1,3-dioxolane 
• 5707-04-0 Phenylselenyl chloride 
• 250359-34-3 (4R,5R)-5-ethyl-2,2-dimethyl-4-(4-tert-butyldimethylsilyloxypentyl)-1,3-dioxolane 
• 250359-33-2 (2RS,6R,7R)-2-(tert-butyldimethylsilyloxy)-6,7-dihydroxynonane 
• 250359-31-0 8-(tert-butyldimethylsilyloxy)non-3-yne 
• 250359-32-1 trans-8-(tert-butyldimethylsilyloxy)non-3-ene 
• 250359-35-4 (4R,5R)-5-ethyl-2,2-dimethyl-4-(4-hydroxypentyl)-1,3-dioxolane 
• 97039-82-2 (4R,5R)-4-ethyl-2,2-dimethyl-5-(4-oxopentyl)-1,3-dioxolane 
• 110660-55-4 (4R,5R,3'RS)-4-ethyl-2,2-dimethyl-5-(4-oxo-3-phenylselenopentyl)-1,3-dioxolane 

Downstream Products

• 62255-25-8 (2R,5S,7R)-exo-7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]oct-3-ene 
• 109429-39-2 (+)-(1S,5R,7S)-7-ethyl-5-methyl-6,8-dioxabicyclo<3.2.1>oct-3-ene 

Relevant academic research and scientific papers

Pheromone synthesis, CXCVII. Synthesis of the enantiomers of 2-sec- butyl-4,5-dihydrothiazole and (1R,5S,7R)-3,4-dehydro-exo-brevicomin, pheromone components of the male mouse, Mus musculus

Two components [2-sec-butyl-4,5-dihydrothiazole (1) and 3,4-dehydro-exo- brevicomin (2)] of a male-produced pheromone of the mouse Mus musculus have been synthesized in optically active forms. The enantiomers of 1 were obtained with an enantiomeric purity of ca. 92% ee and were found to be readily racemizable. Asymmetric dihydroxylation was employed as the key reaction (15→16) allowing the preparation of (1R,5S,7R)-2 with ca. 94% ee.

SYNTHESIS OF BOTH THE ENANTIOMERS OF 7-ETHYL-5-METHYL-6,8-DIOXABICYCLOOCT-3-ENE, THE MUS MUSCULUS (HOUSE MOUSE) PHEROMONE

Both the enantiomers of the pheromone of the male mouse Mus musculus, exo-7-ethyl-5-methyl-6,8-dioxabicyclooct-3-ene, were synthesized from the enantiomers of tartaric acid.