74756-09-5

Upstream product

• 1195-92-2 (4R)-limonene 1,2-epoxide 
• 1666-13-3 diphenyl diselenide 
• 5989-27-5 D-limonene 
• 6909-30-4 (1S,2R,4R)-limonene-1,2-epoxide 
• 1195-92-2 Limonene oxide 
• 14971-39-2 benzeneselenolate ion 
• 138-86-3 limonene. 
• 41610-76-8 1-(3,4-epoxy-4-methylpentyl)-1-methylallyl acetate 
• 115-95-7 linalool acetate 
• 76338-31-3 6-acetoxy-2-hydroxy-2,6-dimethyl-3-phenylseleno-octa-7-ene 
• 76338-32-4 Acetic acid (1R,2S,4S)-4-isopropenyl-1-methyl-2-phenylselanyl-cyclohexyl ester 

Downstream Products

• 74756-11-9 (1S,2S,4R)-2-phenylseleninyl-p-menth-8-en-1-ol 
• 22972-51-6 (1S,4R)-p-mentha-2,8-dien-1-ol 
• 68754-14-3 1-acetoxy-trans-p-mentha-2,8-diene 
• 3886-78-0 trans-p-mentha-2,8-dien-1-ol 

Relevant academic research and scientific papers

Preparation method of (1S, 4R)-1-methyl-4-(1-methyl vinyl)-2-cyclohexene-1-alcohol

The invention discloses a preparation method of (1S, 4R)-1-methyl-4-(1-methyl vinyl)-2-cyclohexene-1-alcohol, which comprises the following steps: by using D-limonene as a raw material, carrying out double bond addition and hydroxyl protection to obtain an intermediate compound; and carrying out elimination reaction and continuing deprotection to finally prepare the product. The method has the advantages of two-step continuous reaction, short process route and few byproducts, the obtained product has high chiral selectivity, and the yield is up to 70% or above and is greatly improved comparedwith the existing process.

A trans - menthyl - 2, 8 - diene -1 - alcohol synthesis process

The invention belongs to the trans - menthyl - 2, 8 - diene - 1 - ol preparation technology field, in particular to a trans - menthyl - 2, 8 - diene - 1 - ol synthesis process. The synthesizing process comprises the following steps: (1) in order to limonene as raw materials, in order to lipase catalytic oxidation to obtain the 1, 2 - epoxy limonene; (2) the 1, 2 - epoxy limonene in the presence of sodium borohydride and diphenyl [...] open-loop formed limonene selenide; (3) the limonene selenide in under the action of the oxidizing agent forms the selenium oxide then undergo elimination reaction trans - menthyl - 2, 8 - diene - 1 - ol. The invention through the material and a prepared selective lipase catalyzed the situation that the 1, 2 - epoxy limonene, the need for complex purification process can increase the purity of the reaction intermediate, thereby improving the final product trans - menthyl - 2, 8 - diene - 1 - ol of chiral purity.

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.