tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane

Base Information

• Chemical Name: tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane
• CAS No.: 80868-19-5
• Molecular Formula: C₁₆H₃₂OSi
• Molecular Weight: 268.515
• Mol file: 80868-19-5.mol

Synonyms:tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane

Chemical Property of tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane

There total 2 articles about tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane 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: 100.0%

isopulegol (7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8,89-79-2) + tert-butyldimethylsilyl chloride (18162-48-6) → tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane (80868-19-5)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 27 ℃; for 16h;

DOI:10.1021/acs.orglett.0c02188

Reference yield: 97.0%

t-butyldimethylsiyl triflate (69739-34-0) + isopulegol (7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8,89-79-2) → tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane (80868-19-5)

Guidance literature:

isopulegol; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;

t-butyldimethylsiyl triflate; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1021/jacs.9b02844 DOI:10.1021/jacs.9b02844

Reference yield: 88.0%

Methyl 3-mercaptopropionate (2935-90-2) + tert-butyldimethyl(((1R,2S,5R)-5-methyl-2-(prop-1-en-2-yl)cyclohexyl)oxy)silane (80868-19-5) → 3-{2-[(1S,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-cyclohexyl]-propylsulfanyl}-propionic acid methyl ester (286838-11-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; for 8h; Heating;

DOI:10.1016/S0040-4020(00)00247-7

upstream raw materials:

t-butyldimethylsiyl triflate

isopulegol

tert-butyldimethylsilyl chloride

Downstream raw materials:

3-{2-[(1S,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-cyclohexyl]-propylsulfanyl}-propionic acid methyl ester

(R)-2-[(1S,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-cyclohexyl]-propane-1-thiol

(E)-3-{2-[(1S,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-cyclohexyl]-propane-1-sulfinyl}-acrylic acid methyl ester

3-{2-[(1S,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-cyclohexyl]-propane-1-sulfinyl}-propionic acid methyl ester