15910-72-2

Upstream product

• 76338-34-6 1α-hydroxy-2β-phenylseleno-trans-p-menthan-8-ol 
• 54145-81-2 1,2-epoxy-8-hydroxy-p-menthane 
• 98-55-5 terpineol 
• 5989-27-5 D-limonene 
• 22972-51-6 (1S,4R)-p-mentha-2,8-dien-1-ol 

Downstream Products

• 1046145-85-0 KM-233-o-methyl 
• 1046145-95-2 KM-233-m-fluoro 
• 1046146-00-2 KM-233-p-bromo 
• 1046146-01-3 KM-233-m-bromo 
• 76338-37-9 1,8-diacetoxy-trans-p-menth-2-ene 
• 87791-00-2 6-(1-hydroxy-1-methylethyl)-3-methyl-2-cyclohexen-1-one 

Relevant academic research and scientific papers

Trypanocidal terpenoids from Laurus nobilis L.

Trypanocidal constituents of dried leaves of Laurus nobilis L. (Lauraceae) were examined. Activity-guided fractionation of the methanol extract resulted in the isolation of two guaianolides, dehydrocostus lactone (1) and zaluzanin D (2), and a new p-menthane hydroperoxide, (1R,4S)-1-hydroperoxy-p-menth-2-en-8-ol acetate (3). The minimum lethal concentrations of these compounds against epimastigotes of Trypanosoma cruzi were 6.3, 2.5, and 1.4 μM, respectively.

Stereoselective Cyclization assisted by the Selenyl Group. Biogenetic-type Synthesis in the p-Menthane Series

Acid-catalysed cyclization of the β-hydroxyselenide (3), derived from linalyl acetate (1), afforded the trans-p-menthanes (4) and (5), the structures of which were confirmed by their transformation into (6), (11), (8), and (13), and alternative syntheses of these compounds.The structure determination of some products obtained by the reaction of limonene and α-terpineol epoxides with phenylselenium anion was also carried out.

Studies on the stereochemical course of selenium-assisted cyclisation: Biogenetic-type synthesis in the p-menthan series

Acid-catalysed cyclisation of the β-hydroxy selenide (3) denved from linalyl acetate (1) afforded the trans-p-methans (4) and (5), the structures of which were confirmed by their transformation into (6), (8), (9), and (11) and by alternative synthesis of these compounds.