(4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene

Base Information

• Chemical Name: (4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene
• CAS No.: 118598-74-6
• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.326
• Mol file: 118598-74-6.mol

Synonyms:(4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene

Chemical Property of (4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene

There total 1 articles about (4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene 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: 74.0%

(1R,3R,5R)-3-methylnopinone (27040-88-6) + acetic anhydride (108-24-7) → Acetic acid (R)-4-isopropylidene-6-methyl-cyclohex-1-enyl ester (118598-75-7) + Acetic acid (4R,6R)-4-isopropenyl-6-methyl-cyclohex-1-enyl ester (118710-92-2) + (4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene (118598-74-6)

Guidance literature:

With boron trifluoride diethyl etherate; zinc diacetate; at 0 - 15 ℃; for 10h;

DOI:10.1021/jo00268a012

Reference yield: 90.0%

(4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene (118598-74-6) → (2R,4R)-(+)-2-methyl-4-(2-hydroxy-2-methylethyl)cyclohexanone (118710-94-4) + (2R,4R)-(+)-2-methyl-4-(2-acetoxy-2-methylethyl)cyclohexanone (118710-93-3)

Guidance literature:

With methanol; potassium carbonate; at 0 ℃; for 0.5h;

DOI:10.1021/jo00268a012

Reference yield:

(4R,6R)-(+)-1-acetoxy-4-(2-acetoxy-2-methylethyl)-6-methyl-1-cyclohexene (118598-74-6) → (2R,4R)-(-)-2-methyl-4-isopropenylcyclohexanone (118710-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃, MeOH / 0.5 h / 0 °C

2: 80 percent / toluene / 570 °C

With methanol; potassium carbonate; In toluene;

DOI:10.1021/jo00268a012

upstream raw materials:

(1R,3R,5R)-3-methylnopinone

acetic anhydride

Downstream raw materials:

(2R,4R)-(+)-2-methyl-4-(2-hydroxy-2-methylethyl)cyclohexanone

(2R,4R)-(+)-2-methyl-4-(2-acetoxy-2-methylethyl)cyclohexanone

(2R,4R)-(-)-2-methyl-4-isopropenylcyclohexanone

(1R,2R,4R)-4-(2-acetoxy-2-methylethyl)-2-methylcyclohexanol