Methanesulfonic acid, trifluoro-, cyclohexylmethyl ester

Base Information

• Chemical Name: Methanesulfonic acid, trifluoro-, cyclohexylmethyl ester
• CAS No.: 70869-86-2
• Molecular Formula: C8H13F3O3S
• Molecular Weight: 246.251
• Mol file: 70869-86-2.mol

Synonyms:cyclohexylmethyl triflate;methylcyclohexyl triflate;Cyclohexylmethyltriflat;

Chemical Property of Methanesulfonic acid, trifluoro-, cyclohexylmethyl ester

Chemical Property:

• PSA: 51.75000
• LogP: 3.51370

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methanesulfonic acid, trifluoro-, cyclohexylmethyl ester

There total 3 articles about Methanesulfonic acid, trifluoro-, cyclohexylmethyl ester 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: 97.0%

trifluoromethylsulfonic anhydride (358-23-6) + cyclohexylmethyl alcohol (100-49-2) → cyclohexylmethyl trifluoromethanesulfonate (70869-86-2)

Guidance literature:

With pyridine; In dichloromethane; at -78 - 0 ℃; for 0.516667h; Inert atmosphere;

DOI:10.1021/ol401337p

Reference yield:

methyl cyclohexylcarboxylate (4630-82-4) → cyclohexylmethyl trifluoromethanesulfonate (70869-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

2: 61 percent / 2,6-lutidine / petroleum ether / 1 h / 0 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; In diethyl ether; Petroleum ether;

DOI:10.1021/ja00392a031

Reference yield:

Cyclohexanecarboxylic acid (98-89-5) → cyclohexylmethyl trifluoromethanesulfonate (70869-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / 2N sulfuric acid / 8 h / Heating

2: 75 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

3: 61 percent / 2,6-lutidine / petroleum ether / 1 h / 0 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; sulfuric acid; In diethyl ether; Petroleum ether;

DOI:10.1021/ja00392a031

upstream raw materials:

trifluoromethylsulfonic anhydride

cyclohexylmethyl alcohol

methyl cyclohexylcarboxylate

Cyclohexanecarboxylic acid

Downstream raw materials:

pent-4-en-1-ylcyclohexane

n-tridecylcyclohexane

n-undecylcyclohexane

Refernces

• 1、 Hill, Jarvis,Hettikankanamalage, Asiri A.,Crich, David. "Diversity-oriented synthesis of N, N, O-trisubstituted hydroxylamines from alcohols and amines by N-O bond formation". supporting information. p. 14820 - 14825. Retrieved 2020/10/13.
• 2、 Bamborough, Paul,Chung, Chun-Wa,Furze, Rebecca C.,Grandi, Paola,Michon, Anne-Marie,Sheppard, Robert J.,Barnett, Heather,Diallo, Hawa,Dixon, David P.,Douault, Clement,Jones, Emma J.,Karamshi, Bhumika,Mitchell, Darren J.,Prinjha, Rab K.,Rau, Christina,Watson, Robert J.,Werner, Thilo,Demont, Emmanuel H.. "Structure-Based Optimization of Naphthyridones into Potent ATAD2 Bromodomain Inhibitors". . p. 6151 - 6178. Retrieved 2015/08/24.