(1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol

Base Information

• Chemical Name: (1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol
• CAS No.: 220314-67-0
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.371
• Mol file: 220314-67-0.mol

Synonyms:(1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol

Chemical Property of (1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol

There total 1 articles about (1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol 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:

isopulegol (7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8,89-79-2) + prenyl bromide (870-63-3) → (1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol (220314-67-0)

Guidance literature:

With n-butyllithium; potassium tert-butylate; Yield given; Multistep reaction; 1.) hexane, 0 deg C, 2 h, 2.) hexane, 25 deg C, 15 min;

DOI:10.1002/(SICI)1099-0690(199902)1999:2<459::AID-EJOC459>3.0.CO;2-F

Reference yield: 86.0%

triethylsilyl chloride (994-30-9) + (1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol (220314-67-0) → (1S,2R,4R)-4-methyl-1-(5-methyl-1-methylene-4-hexenyl)-2-(triethylsilyloxy)cyclohexane (220314-69-2)

Guidance literature:

With pyridine; at 50 ℃; for 2h;

DOI:10.1002/(SICI)1099-0690(199902)1999:2<459::AID-EJOC459>3.0.CO;2-F

Reference yield:

(1R,2S,5R)-5-methyl-2-(5-methyl-1-methylene-4-hexenyl)cyclohexanol (220314-67-0) → (Z)-6-<(1S,2R,4R)-2-hydroxy-4-methylcyclohexyl>-2-methyl-2,6-heptadien-1-ol

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / pyridine / 2 h / 50 °C

3: 82 percent / Bu₄NF*3H₂O / tetrahydrofuran / 6 h / 25 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1002/(SICI)1099-0690(199902)1999:2<459::AID-EJOC459>3.0.CO;2-F

upstream raw materials:

isopulegol

prenyl bromide

Downstream raw materials:

(1S,2R,4R)-4-methyl-1-(5-methyl-1-methylene-4-hexenyl)-2-(triethylsilyloxy)cyclohexane

(Z)-6-<(1S,2R,4R)-4-methyl-2-(triethylsilyloxy)cyclohexyl>-2-methyl-2,6-heptadien-1-ol