Ethyl 2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-enecarboxylate

Base Information

• Chemical Name: Ethyl 2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-enecarboxylate
• CAS No.: 144242-09-1
• Molecular Formula: C11H15F3O5S
• Molecular Weight: 316.298
• Hs Code.: 2916209090
• DSSTox Substance ID: DTXSID30434672
• Nikkaji Number: J1.193.549D
• Mol file: 144242-09-1.mol

Synonyms:144242-09-1;Ethyl 2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-enecarboxylate;Ethyl 2-(trifluoromethylsulfonyloxy)cycloheptene-1-carboxylate;2-[[(TRIFLUOROMETHYL)SULFONYL]OXY]-1-CYCLOHEPTENE-1-CARBOXYLIC ACID ETHYL ESTER;SCHEMBL8202859;DTXSID30434672;Ethyl2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-enecarboxylate;AKOS016011874;A884821;Ethyl 2-[(trifluoromethanesulfonyl)oxy]cyclohept-1-ene-1-carboxylate;2-(Trifluoromethylsulfonyloxy)-1-cycloheptene-1-carboxylic acid ethyl ester

Chemical Property of Ethyl 2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-enecarboxylate

Chemical Property:

• PSA: 78.05000
• Density: 1.37
• LogP: 3.71470
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 316.05922923
• Heavy Atom Count: 20
• Complexity: 487

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-enecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(CCCCC1)OS(=O)(=O)C(F)(F)F

Technology Process of Ethyl 2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-enecarboxylate

There total 4 articles about Ethyl 2-(((trifluoromethyl)sulfonyl)oxy)cyclohept-1-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: 85.0%

ethyl cycloheptanone-2-carboxylate (774-05-0) + trifluoromethylsulfonic anhydride (358-23-6) → Ethyl 2-<<(Trifluoromethyl)sulfonyl>oxy>-1-cycloheptene-1-carboxylate (144242-09-1)

Guidance literature:

ethyl cycloheptanone-2-carboxylate; With sodium hydride; In dichloromethane; at 0 - 5 ℃; for 0.166667h; Inert atmosphere;

trifluoromethylsulfonic anhydride; In dichloromethane; at -70 - 25 ℃;

Reference yield: 72.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 2-(methoxycarbonyl)cycloheptanone (52784-32-4) → Ethyl 2-<<(Trifluoromethyl)sulfonyl>oxy>-1-cycloheptene-1-carboxylate (144242-09-1)

Guidance literature:

2-(methoxycarbonyl)cycloheptanone; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

N,N-phenylbistrifluoromethane-sulfonimide; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.202108336

Reference yield: 50.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + ethyl cycloheptanone-2-carboxylate (774-05-0) → Ethyl 2-<<(Trifluoromethyl)sulfonyl>oxy>-1-cycloheptene-1-carboxylate (144242-09-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(99)01723-2

upstream raw materials:

ethyl cycloheptanone-2-carboxylate

trifluoromethylsulfonic anhydride

N,N-phenylbistrifluoromethane-sulfonimide

2-(methoxycarbonyl)cycloheptanone

Downstream raw materials:

methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate

2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enemethanol

2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]-cyclohept-1-enecarbaldehyde

ethyl 2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enecarboxylate

Refernces

• 1、 Kizhakkayil Mangadan, Arun Raj,Liu, Ji,Aponick, Aaron. "Enantioselective Lactonization by π-Acid-Catalyzed Allylic Substitution: A Complement to π-Allylmetal Chemistry". supporting information. p. 22224 - 22229. Retrieved 2021/09/09.
• 2、 Chang, Dalu,Gu, Yang,Shen, Qilong. "Pd-Catalyzed Difluoromethylation of Vinyl Bromides, Triflates, Tosylates, and Nonaflates". supporting information. p. 6074 - 6078. Retrieved 2015/04/14.