(8R,S)-8,12-epoxyzonarol dibenzyl ether

Base Information

• Chemical Name: (8R,S)-8,12-epoxyzonarol dibenzyl ether
• CAS No.: 455331-86-9
• Molecular Formula: C₃₅H₄₂O₃
• Molecular Weight: 510.717
• Mol file: 455331-86-9.mol

Synonyms:(8R,S)-8,12-epoxyzonarol dibenzyl ether

Chemical Property of (8R,S)-8,12-epoxyzonarol dibenzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (8R,S)-8,12-epoxyzonarol dibenzyl ether

There total 11 articles about (8R,S)-8,12-epoxyzonarol dibenzyl ether 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: 84.0%

(+)-zonarol dibenzyl ether (455331-85-8) → (8R,S)-8,12-epoxyzonarol dibenzyl ether (455331-86-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.75h;

DOI:10.1016/S0040-4020(02)00346-0

Reference yield:

(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl-methanol (112709-43-0) → (8R,S)-8,12-epoxyzonarol dibenzyl ether (455331-86-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h / 20 °C

2: 80 percent / sec-BuLi / tetrahydrofuran; cyclohexane / 0.25 h / 0 °C

3: 95 percent / Li / liquid ammonia; tetrahydrofuran / 0.25 h / -78 °C

4: 80 percent / oxalic acid / methanol; ethyl acetate; H₂O / 3 h

5: 85 percent / K₂CO₃ / acetone / 36 h / Heating

6: 84 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1.75 h

With sec.-butyllithium; oxalic acid; lithium; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; ammonia; water; ethyl acetate; acetone;

DOI:10.1016/S0040-4020(02)00346-0

Reference yield:

(+)-albicanic acid methyl ester (112709-39-4) → (8R,S)-8,12-epoxyzonarol dibenzyl ether (455331-86-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / diisobutylaluminium hydride / CH₂Cl₂ / 0.5 h / 0 °C

2: 98 percent / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h / 20 °C

3: 80 percent / sec-BuLi / tetrahydrofuran; cyclohexane / 0.25 h / 0 °C

4: 95 percent / Li / liquid ammonia; tetrahydrofuran / 0.25 h / -78 °C

5: 80 percent / oxalic acid / methanol; ethyl acetate; H₂O / 3 h

6: 85 percent / K₂CO₃ / acetone / 36 h / Heating

7: 84 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1.75 h

With sec.-butyllithium; oxalic acid; lithium; diisobutylaluminium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; ammonia; water; ethyl acetate; acetone;

DOI:10.1016/S0040-4020(02)00346-0

upstream raw materials:

(+)-zonarol dibenzyl ether

(+)-zonarol dimethyl ether

(+)-zonarol

(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl-methanol

Downstream raw materials:

(+)-yahazunol dibenzyl ether

yahazunol

Refernces