ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

Base Information

Chemical Name:ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate
CAS No.:944450-08-2
Molecular Formula:C₁₄H₂₀O₃
Molecular Weight:236.311
Hs Code.:

Synonyms:ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

Suppliers and Price of ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

There total 1 articles about ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate 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: 85.0%

: 105-36-2
ethyl bromoacetate

: 731811-34-0,731811-35-1
(-)-5-isopropenyl-3-methyl-cyclohex-2-enone

: 944450-08-2
ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

: ethyl 2-[(1R,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

Guidance literature:: (-)-5-isopropenyl-3-methyl-cyclohex-2-enone; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

ethyl bromoacetate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4.75h; Further stages.;
DOI:10.1021/jo070165r

Reference yield: 72.0%

: 944450-08-2
ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

: 944450-09-3
(1R,5R,6S)-6-(2-hydroxyethyl)-3-methyl-5-(prop-1-en-2-yl)cyclohex-2-enol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at -78 - 20 ℃;
DOI:10.1021/jo070165r

Reference yield:

: 944450-08-2
ethyl 2-[(1S,6R)-4-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-enyl]acetate

: 944450-22-0
methyl (6R,2E,4E)-3-(3-(4-methoxybenzyloxy)propyl)-6-hydroxy-4-(2-(triisopropylsilyloxy)ethyl)-7-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)hepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 72 percent / lithium aluminum hydride / diethyl ether / -78 - 20 °C

2.1: 78 percent / pyridine / 0.5 h / 0 °C

3.1: 96 percent / ethyldiisopropylamine / CH₂Cl₂ / 0 - 20 °C

4.1: 97 percent / DIBAL-H / CH₂Cl₂; hexane / 1.5 h / -78 °C

5.1: 98 percent / sulfur trioxide-pyridine complex; ethyldiisopropylamine; DMSO / CH₂Cl₂ / 0.67 h / -30 - -15 °C

6.1: 78 percent / Zn(OTf)2; (+)-N-methylephedrine; triethylamine / toluene / 15 h / 20 °C

7.1: tributyltin hydride / dichlorobis[tri(o-tolyl)phosphine]palladium / tetrahydrofuran / 0 - 20 °C

7.2: iodine / diethyl ether / 0.25 h / 0 °C

8.1: tributyltin hydride; lithium diisopropylamide; copper cyanide / tetrahydrofuran; diethyl ether; methanol / 0.25 h / -78 - -25 °C

8.2: 1.56 g / copper(I) chloride / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 10 h / 20 °C

With pyridine; lithium aluminium tetrahydride; tri-n-butyl-tin hydride; copper(l) cyanide; sulfur trioxide pyridine complex; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; (+)-N-methylephedrine; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; dichlorobis(tri-O-tolylphosphine)palladium; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; 5.1: Parikh-Doering oxidation;
DOI:10.1021/jo070165r