1,2-Benzenediol,4,4'-(1,2-ethanediyl)bis[6-[(1S)-1,2,2-trimethylcyclopentyl]-

Base Information

• Chemical Name: 1,2-Benzenediol,4,4'-(1,2-ethanediyl)bis[6-[(1S)-1,2,2-trimethylcyclopentyl]-
• CAS No.: 118584-12-6
• Molecular Formula: C30H42 O4
• Molecular Weight: 466.661
• Mol file: 118584-12-6.mol

Synonyms:1,2-Benzenediol,4,4'-(1,2-ethanediyl)bis[6-(1,2,2-trimethylcyclopentyl)-, [S-(R*,R*)]-;Mastigophorene D

Chemical Property of 1,2-Benzenediol,4,4'-(1,2-ethanediyl)bis[6-[(1S)-1,2,2-trimethylcyclopentyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Benzenediol,4,4'-(1,2-ethanediyl)bis[6-[(1S)-1,2,2-trimethylcyclopentyl]-

There total 6 articles about 1,2-Benzenediol,4,4'-(1,2-ethanediyl)bis[6-[(1S)-1,2,2-trimethylcyclopentyl]- 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: 95.0%

1,2-bis[5'-((1S)-1,2,2-trimethylcyclopentyl)-3',4'-dimethoxyphenyl]ethane (333401-68-6) → (-)-mastigophorene D (118584-12-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)01131-5

Reference yield:

(S)-5-bromomethyl-1,2-dimethoxy-3-(1,2,2-trimethylcyclopentyl)benzene → (-)-mastigophorene D (118584-12-6)

Guidance literature:

Multi-step reaction with 5 steps

1: CaCO₃; water / dioxane / Heating

2: 230 mg / MnO₂ / CH₂Cl₂ / 40 °C / ultrasonic irradiation

3: zinc; TiCl₄ / tetrahydrofuran / 2 h / Heating

4: 63.0 mg / H₂ / Pd/C / ethanol; ethyl acetate / 760 Torr

5: 95 percent / BBr₃ / CH₂Cl₂ / 2 h / 0 - 20 °C

With manganese(IV) oxide; water; hydrogen; boron tribromide; titanium tetrachloride; calcium carbonate; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4020(00)01131-5

Reference yield:

(1'S)-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzyl alcohol (222022-92-6) → (-)-mastigophorene D (118584-12-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 230 mg / MnO₂ / CH₂Cl₂ / 40 °C / ultrasonic irradiation

2: zinc; TiCl₄ / tetrahydrofuran / 2 h / Heating

3: 63.0 mg / H₂ / Pd/C / ethanol; ethyl acetate / 760 Torr

4: 95 percent / BBr₃ / CH₂Cl₂ / 2 h / 0 - 20 °C

With manganese(IV) oxide; hydrogen; boron tribromide; titanium tetrachloride; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4020(00)01131-5

upstream raw materials:

1,2-bis[5'-((1S)-1,2,2-trimethylcyclopentyl)-3',4'-dimethoxyphenyl]ethane

(1'S)-1,2-dimethoxy-5-methyl-3-(1',2',2'-trimethylcyclopentyl)benzene

(1'S)-3,4-Dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzaldehyde

(1'S)-3,4-dimethoxy-5-(1',2',2'-trimethylcyclopentyl)benzyl alcohol

Downstream raw materials:

Acetic acid 2-acetoxy-4-{2-[3,4-diacetoxy-5-((S)-1,2,2-trimethyl-cyclopentyl)-phenyl]-ethyl}-6-((S)-1,2,2-trimethyl-cyclopentyl)-phenyl ester

Refernces