[1S,2R,4R,(+)]-p-Menthane-1,2,8-triol

Base Information

• Chemical Name: [1S,2R,4R,(+)]-p-Menthane-1,2,8-triol
• CAS No.: 93861-30-4
• Molecular Formula: C₁₀H₂₀O₃
• Molecular Weight: 188.267
• Mol file: 93861-30-4.mol

Synonyms:(1S,4R)-p-Menthane-1α,2α,8-triol;[1S,2R,4R,(+)]-4α-(1-Hydroxy-1-methylethyl)-1-methyl-1α,2α-cyclohexanediol;[1S,2R,4R,(+)]-p-Menthane-1,2,8-triol

Chemical Property of [1S,2R,4R,(+)]-p-Menthane-1,2,8-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1S,2R,4R,(+)]-p-Menthane-1,2,8-triol

There total 11 articles about [1S,2R,4R,(+)]-p-Menthane-1,2,8-triol 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: 51.0%

C10H20O3 → p-menthane-1,2,8-triol (54145-82-3,58506-22-2,62014-81-7,93861-30-4,93861-31-5,93861-32-6,103665-38-9,145165-87-3,145165-88-4)

Guidance literature:

C₁₀H₂₀O₃; With dihydroxy-methyl-borane; tetrabutylphosphonium decatungstate; diphenyldisulfane; In acetonitrile; for 4h; Cooling with ice; UV-irradiation; Inert atmosphere; Sealed tube;

With pinanediol; potassium carbonate; In acetonitrile; for 4h; diastereoselective reaction;

DOI:10.1021/jacs.1c11552

Reference yield: 44.9%

4R-α-terpineol (7785-53-7,2438-12-2) → (+)-(R)-oleuropeic acid (22155-73-3) + (1S,2R,4R)-p-menthane-1,2,8-triol (93861-30-4)

Guidance literature:

With strain of Alternaria alternata; In methanol; for 168h; Reagent/catalyst; Microbiological reaction;

DOI:10.1039/c9ra08042b

Reference yield:

→ (1RS,2RS,4Ξ)-p-menthane-1,2,8-triol (54145-82-3,58506-22-2,62014-81-7,93861-30-4,93861-31-5,93861-32-6,103665-38-9,145165-87-3,145165-88-4)

Guidance literature:

With water; nickel; at 140 ℃; under 154457 Torr; Hydrogenation;

DOI:10.1021/ja01166a073

upstream raw materials:

4R-α-terpineol

4,4,8-trimethyl-2,3-dioxabicyclo<3.3.1>nonane-8-ol

acetoxypinol

α-terpineol benzoate

Downstream raw materials:

homoterpenylmethylketone

(1S,2R,4R)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

(1S,2R,4R)-4-isopropyl-1-methylcyclohexane-1,2-diol

Refernces

• 1、 Cai, Le,Ding, Hao,Ding, Zhong-Tao,Duan, Wei-He,Mei, Rui-Feng,Shi, Ya-Xian,Zhang, Xiao-Ran. "Biotransformation of α-terpineol by: Alternaria alternata". . p. 6491 - 6496. Retrieved 2020/02/22.
• 2、 Carman, Raymond M.,Fletcher, Mary T.. "The Four (4R)-p-Menthane-1,2,8-triols". . p. 2129 - 2136. Retrieved 2007/10/02.