(+/-)-Klaineanone

Base Information

• Chemical Name: (+/-)-Klaineanone
• CAS No.: 83914-24-3
• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.439
• Mol file: 83914-24-3.mol

Synonyms:

Chemical Property of (+/-)-Klaineanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-Klaineanone

There total 12 articles about (+/-)-Klaineanone 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: 76.0%

(1β,11α,12α)-11,12-Epoxy-1-hydroxypicras-3-ene-2,16-dione (115481-44-2) → (+/-)-Klaineanone (4668-74-0,83914-24-3)

Guidance literature:

With perchloric acid; In tetrahydrofuran; dichloromethane; for 36h; Ambient temperature;

DOI:10.1021/ja00198a046

Reference yield:

(3S,3aS,6aR,7aS,10S,11aS,11bS,11cS)-10-Hydroxy-3,8,11a,11c-tetramethyl-3a,6a,7,7a,10,11a,11b,11c-octahydro-3H,4H-6-oxa-benzo[de]anthracene-5,11-dione (115464-26-1) → (+/-)-Klaineanone (4668-74-0,83914-24-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / potassium carbonate / methanol

2: 80 percent / MCPBA / CH₂Cl₂ / 1.) O deg C, 35 min; 2.) r.t, 2.5 h

3: 76 percent / 23percent perchloric acid / tetrahydrofuran; CH₂Cl₂ / 36 h / Ambient temperature

With perchloric acid; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja00224a050

Reference yield:

(1β)-1-Hydroxypicras-3,11-diene-2,16-dione (115464-27-2) → (+/-)-Klaineanone (4668-74-0,83914-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / MCPBA / CH₂Cl₂ / 1.) O deg C, 35 min; 2.) r.t, 2.5 h

2: 76 percent / 23percent perchloric acid / tetrahydrofuran; CH₂Cl₂ / 36 h / Ambient temperature

With perchloric acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00224a050

upstream raw materials:

(1β,11α,12α)-11,12-Epoxy-1-hydroxypicras-3-ene-2,16-dione

(1β,16β)-1,16-Dimethoxypicras-11-ene

(1β)-1-Hydroxypicras-11-en-16-one

(1β)-1-Methoxypicras-11-en-16-one