(-)-dihydrocarvone

Base Information

• Chemical Name: (-)-dihydrocarvone
• CAS No.: 69460-46-4
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• Mol file: 69460-46-4.mol

Synonyms:

Chemical Property of (-)-dihydrocarvone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-dihydrocarvone

There total 76 articles about (-)-dihydrocarvone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Carvone (99-49-0,22327-39-5) → 2-methyl-5-(prop-1-en-2-yl)cyclohexanone (3792-53-8,4584-09-2,5524-05-0,5948-04-9,6909-25-7,7764-50-3,53796-79-5,69460-46-4,116499-64-0,619-02-3,619-01-2)

Guidance literature:

With tri-n-butyl-tin hydride; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)86751-9

Reference yield: 85.0%

9-isopropenyl-6-methyl-1,4-dioxa-spiro[4.5]decane (22344-27-0) → 2-methyl-5-(prop-1-en-2-yl)cyclohexanone (3792-53-8,4584-09-2,5524-05-0,5948-04-9,6909-25-7,7764-50-3,53796-79-5,69460-46-4,116499-64-0,619-02-3,619-01-2)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -20 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.10.037

Reference yield: 79.0%

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → 2-methyl-5-(prop-1-en-2-yl)cyclohexanone (3792-53-8,4584-09-2,5524-05-0,5948-04-9,6909-25-7,7764-50-3,53796-79-5,69460-46-4,116499-64-0,619-02-3,619-01-2)

Guidance literature:

limonene.; With Acetoxyboran; In tetrahydrofuran; at 20 ℃; for 16h;

With pyridinium chlorochromate; In dichloromethane; for 1h; Heating;

upstream raw materials:

(S)-p-mentha-6,8-dien-2-one

(1S,2S,5S)-5-isopropenyl-2-methylcyclohexan-1-ol

(S)-p-mentha-6,8-dien-2-one-(Z)-oxime

Limonene oxide

Downstream raw materials:

caran-2-one

5-(3-Hydroxy-1-methylene-propyl)-2-methyl-cyclohexanone

1-(3,3-Diethoxy-prop-1-ynyl)-5-isopropenyl-2-methyl-cyclohexanol

1-Methyl-2-methylen-4-isopropenylcyclohexan

Refernces

• 1、 Rüthi, Fabian,Schr?der, Fridtjof. "Total Synthesis of (?)-Rotundone and (?)-epi-Rotundone from Monoterpene Precursors". . . Retrieved 2020/10/30.
• 2、 Falcone, Natashya,She, Zhe,Syed, Jebreil,Lough, Alan,Kraatz, Heinz-Bernhard. "Synthesis and Biochemical Evaluation of Nicotinamide Derivatives as NADH Analogue Coenzymes in Ene Reductase". . p. 838 - 845. Retrieved 2019/02/07.