6-acetoxy-β-copaene

Base Information

• Chemical Name: 6-acetoxy-β-copaene
• CAS No.: 137918-13-9
• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.392
• Mol file: 137918-13-9.mol

Synonyms:

Chemical Property of 6-acetoxy-β-copaene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-acetoxy-β-copaene

There total 8 articles about 6-acetoxy-β-copaene 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: 85.0%

acetic anhydride (108-24-7) + 6-hydroxy-β-copaene (137918-06-0) → 6-acetoxy-β-copaene (137918-13-9)

Guidance literature:

With dmap; trimethylamine; for 44h; Ambient temperature;

Reference yield:

7(R*)-chloro-1-methyl-4(S*)-isopropyl-6(R*)-<1(R*)-(p-tolylsulfonyl)-4-(trimethylsilyl)-3-butynyl>bicyclo<3.1.1>heptan-6-ol (137917-99-8,138124-06-8) → 6-acetoxy-β-copaene (137918-13-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 37 percent / Bu₃SnH, azobis(isobutyronitrile) (AIBN) / benzene / 48 h / Heating

2: 79 percent / p-toluenesulfinic acid, water / acetonitrile / 12 h / Heating

3: 67 percent / Na₂HPO₄, sodium amalgam / methanol; tetrahydrofuran / 1 h / -20 °C

4: 85 percent / γ-(dimethylamino)pyridine, trimethylamine / 44 h / Ambient temperature

With dmap; disodium hydrogenphosphate; sodium amalgam; p-toluene sulfinic acid; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; trimethylamine; In tetrahydrofuran; methanol; acetonitrile; benzene;

Reference yield:

7(R*)-bromo-1-methyl-4(S*)-isopropyl-6(R*)-<1(R*)-(p-tolylsulfonyl)-4-(trimethylsilyl)-3-butynyl>bicyclo<3.1.1>heptan-6-ol (137918-00-4,138124-07-9) → 6-acetoxy-β-copaene (137918-13-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / Bu₃SnH, azobis(isobutyronitrile) (AIBN) / benzene / 3 h / Heating

2: 79 percent / p-toluenesulfinic acid, water / acetonitrile / 12 h / Heating

3: 67 percent / Na₂HPO₄, sodium amalgam / methanol; tetrahydrofuran / 1 h / -20 °C

4: 85 percent / γ-(dimethylamino)pyridine, trimethylamine / 44 h / Ambient temperature

With dmap; disodium hydrogenphosphate; sodium amalgam; p-toluene sulfinic acid; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; trimethylamine; In tetrahydrofuran; methanol; acetonitrile; benzene;

upstream raw materials:

acetic anhydride

6-hydroxy-β-copaene

7(R*)-chloro-1-methyl-4(S*)-isopropyl-6(R*)-<4-(trimethylsilyl)-3-butynyl>bicyclo<3.1.1>heptan-6-ol

6-hydroxy-5(R*)-(p-tolylsulfonyl)-β-copaene

Downstream raw materials:

(+/-)-β-copaene

6-hydroxy-β-copaene

(±)-δ-cadinene

α-copaene