tert-butyl 5-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydropyridine-1(2H)-carboxylate(SALTDATA: FREE)

Base Information

• Chemical Name: tert-butyl 5-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydropyridine-1(2H)-carboxylate(SALTDATA: FREE)
• CAS No.: 149108-74-7
• Molecular Formula: C11H16F3NO5S
• Molecular Weight: 331.313
• Hs Code.: 2933399090
• Mol file: 149108-74-7.mol

Synonyms:tert-butyl 5-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydropyridine-1(2H)-carboxylate(SALTDATA: FREE);tert-butyl 5-(trifluoromethylsulfonyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

Chemical Property of tert-butyl 5-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydropyridine-1(2H)-carboxylate(SALTDATA: FREE)

Chemical Property:

• PSA: 81.29000
• LogP: 3.74360

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl5-(trifluoromethanesulfonyloxy)-1,2,3,4-tetrahydropyridine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 5-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydropyridine-1(2H)-carboxylate(SALTDATA: FREE)

There total 5 articles about tert-butyl 5-{[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydropyridine-1(2H)-carboxylate(SALTDATA: FREE) 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: 98.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (149108-74-7)

Guidance literature:

3-oxo-piperidine-1-carboxylic acid tert-butyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at -78 - 0 ℃; for 3.25h;

Reference yield: 75.6%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (149108-74-7) + 5-trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (180691-65-0)

Guidance literature:

3-oxo-piperidine-1-carboxylic acid tert-butyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at 0 ℃; for 3h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 ℃;

Reference yield: 29.0%

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → 5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (149108-74-7) + 5-trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (180691-65-0)

Guidance literature:

3-oxo-piperidine-1-carboxylic acid tert-butyl ester; With lithium diisopropyl amide; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

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

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

3-oxo-piperidine-1-carboxylic acid tert-butyl ester

bis(trifluoromethanesulfonyl)amide

Downstream raw materials:

5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Lou, Terry Shing-Bong,Bagley, Scott W.,Willis, Michael C.. "Cyclic Alkenylsulfonyl Fluorides: Palladium-Catalyzed Synthesis and Functionalization of Compact Multifunctional Reagents". supporting information. p. 18859 - 18863. Retrieved 2019/11/19.
• 2、 -. "ANTI-AMYLOID COMPOUNDS CONTAINING BENZOFURAZAN". . . Retrieved 2017/07/14.