(E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol

Base Information

• Chemical Name: (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol
• CAS No.: 795280-43-2
• Molecular Formula: C₂₁H₃₂O
• Molecular Weight: 300.484
• Mol file: 795280-43-2.mol

Synonyms:(E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol

Chemical Property of (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol

There total 3 articles about (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol 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: 83.0%

(E)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-one (795278-77-2) → (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol (795280-43-2)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

DOI:10.1021/ja046084j

Reference yield: 75.0%

trimethylaluminum (75-24-1) + (1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde (80434-59-9,485843-44-5,796865-68-4) + 4-n-methylphenylacetylene (766-97-2) → (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol (795280-30-7) + (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol (795280-43-2)

Guidance literature:

trimethylaluminum; With zirconocene dichloride; In dichloromethane; for 0.25h;

4-n-methylphenylacetylene; In dichloromethane; at 20 ℃; for 24h;

(1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde; In tetrahydrofuran; dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ja046084j

Reference yield:

(E)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol → (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-ol (795280-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

2: 83 percent / Et₃BHLi / tetrahydrofuran / 0.08 h / -78 °C

With lithium triethylborohydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja046084j

upstream raw materials:

trimethylaluminum

(1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde

4-n-methylphenylacetylene

(E)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-p-tolyl-but-2-en-1-one

Downstream raw materials:

1-[(E)-(R)-3-Allyloxy-3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-1-methyl-propenyl]-4-methyl-benzene

1-[(E)-(R)-3-Isopropenyloxy-3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-1-methyl-propenyl]-4-methyl-benzene