(+)-yahazunol dibenzyl ether

Base Information

• Chemical Name: (+)-yahazunol dibenzyl ether
• CAS No.: 455331-88-1
• Molecular Formula: C₃₅H₄₄O₃
• Molecular Weight: 512.733
• Mol file: 455331-88-1.mol

Synonyms:(+)-yahazunol dibenzyl ether

Chemical Property of (+)-yahazunol dibenzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-yahazunol dibenzyl ether

There total 12 articles about (+)-yahazunol 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: 56.0%

(8R,S)-8,12-epoxyzonarol dibenzyl ether (455331-86-9) → 8-epiyahazunol dibenzyl ether + (+)-yahazunol dibenzyl ether (455331-88-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Heating;

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) → (+)-yahazunol dibenzyl ether (455331-88-1)

Guidance literature:

Multi-step reaction with 7 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

7: 56 percent / LiAlH₄ / diethyl ether / 2 h / Heating

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

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

Reference yield:

(+)-albicanic acid methyl ester (112709-39-4) → (+)-yahazunol dibenzyl ether (455331-88-1)

Guidance literature:

Multi-step reaction with 8 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

8: 56 percent / LiAlH₄ / diethyl ether / 2 h / Heating

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

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

upstream raw materials:

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

(+)-zonarol dimethyl ether

(+)-zonarol

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

Downstream raw materials:

yahazunol

Refernces