2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate
- CAS No.
- 375854-77-6
- Chemical Name:
- 2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate
- Synonyms
- 2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate;2-(trimethylsilyl)ethyl 1,2,3,6-tetrahydro-4-trifluoromethylsulfonyloxy-pyridine-1-carboxylate;2-(Trimethylsilyl)ethyl 4-(((trifluoromethyl)sulfon-yl)oxy)-5,6-dihydropyridine-1(2H)-carboxyl;1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoromethyl)sulfonyl]oxy]-, 2-(trimethylsilyl)ethyl ester
- CBNumber:
- CB02598745
- Molecular Formula:
- C12H20F3NO5SSi
- Molecular Weight:
- 375.44
- MDL Number:
- MFCD16039327
- MOL File:
- 375854-77-6.mol
- MSDS File:
- SDS
2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate price More Price(9)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Crysdot | CD42000549 | 2-(Trimethylsilyl)ethyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate 95+% | 375854-77-6 | 100mg | $137 | 2026-05-27 | Buy |
| Crysdot | CD42000549 | 2-(Trimethylsilyl)ethyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate 95+% | 375854-77-6 | 250mg | $218 | 2026-05-27 | Buy |
| Crysdot | CD42000549 | 2-(Trimethylsilyl)ethyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate 95+% | 375854-77-6 | 1g | $545 | 2026-05-27 | Buy |
| American Custom Chemicals Corporation | ORS0003981 | 2-(TRIMETHYLSILYL)ETHYL 4-(((TRIFLUOROMETHYL)SULFONYL)OXY)-5,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE 95.00% | 375854-77-6 | 250MG | $409.5 | 2021-12-16 | Buy |
| Matrix Scientific | 090038 | 2-(Trimethylsilyl)ethyl 4-(((trifluoromethyl)sulfon-yl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate 95+% | 375854-77-6 | 250mg | $591 | 2021-12-16 | Buy |
2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate Chemical Properties, Uses, Production
Synthesis
181701-30-4
37595-74-7
375854-77-6
A 1 M solution of bis(trimethylsilyl)aminolithium/THF (485 mL) was diluted with dry tetrahydrofuran (1 L) under a nitrogen atmosphere and the solution was cooled to -78 °C. A solution of 2-(trimethylsilyl)ethyl 4-oxopiperidine-1-carboxylate (106 g, 436 mmol) in anhydrous tetrahydrofuran (400 mL + 75 mL of rinse solution) was added dropwise to the stirred solution over a period of 55 min. 45 min later, an anhydrous N-phenylbis(trifluoromethylsulfonyl)imide (158.8 g, 445 mmol) in anhydrous tetrahydrofuran (700 mL + 50 mL rinse solution) solution. After reacting at -78 °C for 1 h, the reaction mixture was transferred to an ice bath and continued for 3 h, followed by vacuum concentration. The residue was diluted with water and the aqueous layer was extracted twice with a solvent mixture of ether/cyclohexane (1:1). The organic layers were combined, dried with anhydrous magnesium sulfate and allowed to stand overnight in a refrigerator. After vacuum concentration, 158.6 g (97% yield) of tert-butyl 2-(trimethylmethylsilyl)ethyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate was obtained, the product was an amber colored oil.1H NMR (CDCl3) δ 5.78 (broad single peak, 1H), 4.21 (multiple peaks, 2H), 4.10 (multiple peaks , 2H), 3.68 (triple peak, 2H, J = 5.3Hz), 2.46 (multiple peaks, 2H), 1.02 (multiple peaks, 2H), 0.05 (single peak, 9H).
References
[1] Patent: WO2004/60884, 2004, A1. Location in patent: Page 23-24
[2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 8, p. 2859 - 2872
[3] Patent: WO2004/60884, 2004, A1. Location in patent: Page 19-20
[4] Patent: WO2011/79102, 2011, A1. Location in patent: Page/Page column 26-27
[5] Patent: WO2011/78984, 2011, A1. Location in patent: Page/Page column 27



2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate Preparation Products And Raw materials
2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
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