Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

Base Information

• Chemical Name: Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate
• CAS No.: 122948-57-6
• Molecular Formula: C10H13F3O5S
• Molecular Weight: 302.271
• Hs Code.: 2916209090
• DSSTox Substance ID: DTXSID60432025
• Mol file: 122948-57-6.mol

Synonyms:122948-57-6;Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate;ethyl 4-(trifluoromethylsulfonyloxy)cyclohex-3-enecarboxylate;Ethyl 4-(((trifluoromethyl)sulfonyl)-oxy)cyclohex-3-enecarboxylate;Ethyl 4-(trifluoromethylsulfonyloxy)cyclohex-3-ene-1-carboxylate;Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-ene-1-carboxylate;ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}cyclohex-3-ene-1-carboxylate;C10H13F3O5S;SCHEMBL827681;DTXSID60432025;6-Chloro-indole-3-carboxylic acid;AMY19667;Ethyl4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate;AKOS016003122;CS-0361526;FT-0762217;J-520945;4-ethoxycarbonylcyclohexen-1-yl trifluoromethanesulfonate;Ethyl (1RS)-4-trifluoromethanesulfonyloxy-3-cyclohexenecarboxylate;ethyl 4-(trifluoromethylsulfonyloxy)-cyclohex-3-ene-1-carboxylate;Ethyl 4-[(trifluoromethanesulfonyl)oxy]cyclohex-3-ene-1-carboxylate;(RS)-4-Trifluoromethanesulfonyloxy-cyclohex-3-enecarboxylic acid ethyl ester;4-trifluoromethanesulfonyloxy-3-cyclohexenecarboxylic acid ethyl ester;4-Trifluoromethanesulfonyloxy-cyclohex-3-enecarboxylic acid ethyl ester;3-Cyclohexene-1-carboxylic acid, 4-[[(trifluoromethyl)sulfonyl]oxy]-, ethylester

Chemical Property of Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

Chemical Property:

• Boiling Point: 325.8±42.0 °C(Predicted)
• PSA: 78.05000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 3.18050
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 302.04357917
• Heavy Atom Count: 19
• Complexity: 461

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-(Trifluoromethylsulfonyloxy)cyclohex-3-enecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCC(=CC1)OS(=O)(=O)C(F)(F)F
• Uses: Ethyl 4-(Trifluoromethylsulfonyloxy)cyclohex-3-enecarboxylate is used as a reactant in the synthesis of dual-acting histone deacetylases and phosphodiesterase 5 inhibitors.

Technology Process of Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

There total 8 articles about Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate 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: 94.2%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate (122948-57-6)

Guidance literature:

ethyl 4-oxocyclohexane-1-carboxylate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at -78 - 20 ℃; for 12.5h;

Reference yield: 89.0%

trifluoromethylsulfonic anhydride (358-23-6) + ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate (122948-57-6)

Guidance literature:

trifluoromethylsulfonic anhydride; With pyridine; In toluene; at 15 - 25 ℃; for 0.5h;

ethyl 4-oxocyclohexane-1-carboxylate; In toluene; at 40 ℃; for 2 - 27h; Product distribution / selectivity;

Reference yield: 47.0%

phenyl trifluoromethanesulfonamide (456-64-4) + ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate (122948-57-6)

Guidance literature:

ethyl 4-oxocyclohexane-1-carboxylate; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

phenyl trifluoromethanesulfonamide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h;

upstream raw materials:

2,6-di-tert-butyl-4-methylpyridine

ethyl 4-oxocyclohexane-1-carboxylate

trifluoromethylsulfonic anhydride

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

Downstream raw materials:

2-(4-hydroxymethyl-cyclohex-1-enyl)-benzoic acid methyl ester

2-(4-aminomethyl-cyclohexyl)-benzoic acid methyl ester

2-(4-aminomethyl-cyclohex-1-enyl)-benzoic acid methyl ester

2-{4-[(4-methyl-3-nitro-pyridin-2-ylamino)-methyl]-cyclohexyl}-benzoic acid methyl ester