ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

Base Information

• Chemical Name: ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate
• CAS No.: 1449662-23-0
• Molecular Formula: C₁₁H₁₂F₃NO₅S
• Molecular Weight: 327.281
• Mol file: 1449662-23-0.mol

Synonyms:ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

Chemical Property of ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

There total 3 articles about ethyl 1-cyano-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: 64.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + ethyl 1-cyano-4-oxocyclohexanecarboxylate (58774-04-2) → ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate (1449662-23-0)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

Reference yield:

ethyl 1-cyano-4-((trimethylsilyl)oxy)cyclohex-3-enecarboxylate (1449662-22-9) → ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate (1449662-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / tetrahydrofuran / 20 °C / Inert atmosphere

2: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

With hydrogenchloride; water; potassium hexamethylsilazane; In tetrahydrofuran;

Reference yield:

ethyl-2-cyanoacrilate (7085-85-0,25067-30-5) → ethyl 1-cyano-4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate (1449662-23-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,4-dioxane / Inert atmosphere; Sealed tube; Reflux

2: hydrogenchloride; water / tetrahydrofuran / 20 °C / Inert atmosphere

3: potassium hexamethylsilazane / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

With hydrogenchloride; water; potassium hexamethylsilazane; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

ethyl 1-cyano-4-((trimethylsilyl)oxy)cyclohex-3-enecarboxylate

ethyl-2-cyanoacrilate

N,N-phenylbistrifluoromethane-sulfonimide

ethyl 1-cyano-4-oxocyclohexanecarboxylate

Downstream raw materials:

1-cyano-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylic acid

ethyl 1-cyano-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylate

ethyl 1-cyano-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate