2(3H)-Furanone, 4-[8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]octyl]dihydro-5-[[(1R,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (4R,5S)-

Base Information

• Chemical Name: 2(3H)-Furanone, 4-[8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]octyl]dihydro-5-[[(1R,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (4R,5S)-
• CAS No.: 804548-60-5
• Molecular Formula: C38H58O4Si
• Molecular Weight: 606.962
• Mol file: 804548-60-5.mol

Synonyms:

Chemical Property of 2(3H)-Furanone, 4-[8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]octyl]dihydro-5-[[(1R,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (4R,5S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(3H)-Furanone, 4-[8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]octyl]dihydro-5-[[(1R,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (4R,5S)-

There total 1 articles about 2(3H)-Furanone, 4-[8-[[(1,1-dimethylethyl)diphenylsilyl]oxy]octyl]dihydro-5-[[(1R,2S,5R)-5- methyl-2-(1-methylethyl)cyclohexyl]oxy]-, (4R,5S)- 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: 54.0%

(5R)-(L-menthyloxy)-2(5H)-furanone (112968-75-9,122079-41-8,122079-45-2,135041-07-5,77934-87-3) + 8-iodo-1-(tert-butyldiphenylsilyloxy)-octane (144487-53-6) → (4R,5R)-4-[8-(tert-butyldiphenylsilanyloxy)octyl]-5-(l-menthyloxy)dihydro-2-furanone (804548-60-5) + (4R,5S)-4-[8-(tert-butyldiphenylsilanyloxy)octyl]-5-(l-menthyloxy)dihydro-2-furanone

Guidance literature:

8-iodo-1-(tert-butyldiphenylsilyloxy)-octane; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.333333h;

(5R)-(L-menthyloxy)-2(5H)-furanone; With copper(l) iodide; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1039/b408255a

Reference yield:

(Z)-1-bromo-2-pentene (7348-78-9) + (4R,5R)-4-[8-(tert-butyldiphenylsilanyloxy)octyl]-5-(l-menthyloxy)dihydro-2-furanone (804548-60-5) → (3R,4R,5R)-4-[8-(tert-butyldiphenylsilanyloxy)octyl]-5-(l-menthyloxy)-3-[(2Z)-pentenyl]dihydrofuran-2-one

Guidance literature:

(4R,5R)-4-[8-(tert-butyldiphenylsilanyloxy)octyl]-5-(l-menthyloxy)dihydro-2-furanone; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(Z)-1-bromo-2-pentene; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h;

DOI:10.1039/b408255a

Reference yield:

(4R,5R)-4-[8-(tert-butyldiphenylsilanyloxy)octyl]-5-(l-menthyloxy)dihydro-2-furanone (804548-60-5) → (3R,4R,5R)-4-(8-hydroxyoctyl)-5-(l-menthyloxy)-3-[(2Z)-pentenyl]dihydrofuran-2-one

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 156 mg / tetrahydrofuran; hexane / 0.67 h / -78 °C

2.1: 100 percent / TBAF / tetrahydrofuran / 2.5 h / 20 °C

With tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;

DOI:10.1039/b408255a

upstream raw materials:

(5R)-(L-menthyloxy)-2(5H)-furanone

8-iodo-1-(tert-butyldiphenylsilyloxy)-octane