1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene

Base Information

• Chemical Name: 1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene
• CAS No.: 1305300-50-8
• Molecular Formula: C₃₃H₅₈O₂Si₂
• Molecular Weight: 542.993
• Mol file: 1305300-50-8.mol

Synonyms:

Chemical Property of 1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene

There total 8 articles about 1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene 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:

5-(4-bromobutyl)-3,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)benzene (1305300-48-4) → 1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene (1305300-50-8)

Guidance literature:

With dilithium tetrachlorocuprate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/jlcr.1840

Reference yield:

C20H31BO2 → 1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene (1305300-50-8)

Guidance literature:

Multi-step reaction with 6 steps

1: dihydrogen peroxide; sodium hydroxide / water; toluene

2: carbon tetrabromide; triphenylphosphine / acetonitrile / 1 h / 20 °C / Cooling with ice

3: boron tribromide / dichloromethane; 1,2-dichloro-ethane / 1.5 h / Reflux

4: boron trifluoride diethyl etherate; magnesium sulfate / dichloromethane / 1 h / -40 °C / Inert atmosphere

5: 2,6-dimethylpyridine / dichloromethane / 20 °C

6: dilithium tetrachlorocuprate / tetrahydrofuran / 3 h / 20 °C

With 2,6-dimethylpyridine; dilithium tetrachlorocuprate; carbon tetrabromide; boron trifluoride diethyl etherate; dihydrogen peroxide; boron tribromide; magnesium sulfate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; toluene; acetonitrile;

DOI:10.1002/jlcr.1840

Reference yield:

4-(3,5-dihydroxyphenyl)-1-bromobutane (1260669-57-5) → 1,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)-3-pentylbenzene (1305300-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate; magnesium sulfate / dichloromethane / 1 h / -40 °C / Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / 20 °C

3: dilithium tetrachlorocuprate / tetrahydrofuran / 3 h / 20 °C

With 2,6-dimethylpyridine; dilithium tetrachlorocuprate; boron trifluoride diethyl etherate; magnesium sulfate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/jlcr.1840

upstream raw materials:

4-(3,5-dihydroxyphenyl)-1-bromobutane

5-(4-bromobutyl)-4-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-1,3-benzenediol

5-(4-bromobutyl)-3,5-bis(tert-butyldimethylsilyloxy)-2-(6-isopropenyl-3-methyl-2-cyclohexenyl)benzene

3,5-dimethoxybenzyl bromide

Downstream raw materials:

abnormal cannabidiol

Refernces