2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: 2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 375854-77-6
• Molecular Formula: C12H20F3NO5SSi
• Molecular Weight: 375.441
• Hs Code.: 2933399090
• Mol file: 375854-77-6.mol

Synonyms:2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property of 2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• PSA: 81.29000
• LogP: 3.93570
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(Trimethylsilyl)ethyl 4-(((trifluoromethyl)sulfon-yl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate

There total 4 articles about 2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate 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%

4-oxo-piperidine-1-carboxylic acid 2-(trimethylsilyl)ethyl ester (181701-30-4) + N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) → 2-(trimethylsilyl)ethyl 1,2,3,6-tetrahydro-4-trifluoromethylsulfonyloxy-pyridine-1-carboxylate (375854-77-6)

Guidance literature:

4-oxo-piperidine-1-carboxylic acid 2-(trimethylsilyl)ethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.66667h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at -78 ℃; for 4.75h;

Reference yield:

4-piperidone hydrochloride (41979-39-9) + 2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate (80149-80-0) → 2-(trimethylsilyl)ethyl 1,2,3,6-tetrahydro-4-trifluoromethylsulfonyloxy-pyridine-1-carboxylate (375854-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dmap / acetonitrile / 2 h / Reflux

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -70 - -65 °C

2.2: 3.33 h / -70 - 0 °C

With triethylamine; lithium hexamethyldisilazane; dmap; In tetrahydrofuran; acetonitrile;

Reference yield:

piperidine-4,4-diol hydrochloride (40064-34-4) → 2-(trimethylsilyl)ethyl 1,2,3,6-tetrahydro-4-trifluoromethylsulfonyloxy-pyridine-1-carboxylate (375854-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 19.35 g / triethylamine; dimethylaminopyridine / acetonitrile / 2 h / Heating

2: 22.1 g / lithium hexamethyldisilazide / tetrahydrofuran / 3 h / 0 °C

With dmap; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.bmc.2005.02.014

upstream raw materials:

4-oxo-piperidine-1-carboxylic acid 2-(trimethylsilyl)ethyl ester

N,N-phenylbistrifluoromethane-sulfonimide

piperidine-4,4-diol hydrochloride

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

Downstream raw materials:

tert-butyl 3-(piperidin-4-yl)benzylcarbamate

2-(trimethylsilanyl)ethyl 4-(3-cyanophenyl)-3,6-dihydro-2H-pyridine-1-carboxylate

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