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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
Last updated:2025-07-24 18:13:46

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

storage temp. 2-8°C

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
Product number Packaging Price Buy
CD42000549 100mg $137 Buy
CD42000549 250mg $218 Buy
CD42000549 1g $545 Buy
ORS0003981 250MG $409.5 Buy
090038 250mg $591 Buy

2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate Chemical Properties, Uses, Production

Synthesis

4-OXO-PIPERIDINE-1-CARBOXYLIC ACID 2-TRIMETHYLSILANYL-ETHYL ESTER

181701-30-4

N-Phenyl-bis(trifluoromethanesulfonimide)

37595-74-7

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

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

181701-30-4
37595-74-7
375854-77-6
Synthesis of 2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate from 4-Oxo-piperidine-1-carboxylic acid 2-trimethylsilanyl-ethyl ester and N-Phenyl-bis(trifluoromethanesulfonimide)

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

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Shanghai HuanChuan Industry Co.,Ltd. 021-61478794 sales@hcshhai.com China 9781 50
Shanghai KunRaise Chemical Technology Co., Ltd +86-021-50935922 China 715 55
Shanghai Brain Biotechnology Co., Ltd. 13564638271 shhjiang1977@163.com China 2985 55
Amadis Chemical Company Limited 571-89925085 sales@amadischem.com China 131885 58
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Zhejiang Lianshuo Biotechnology Co., Ltd. 18616526224 lianshuo@vip.126.com China 9605 58
Zhengzhou Converging Chemical Co. LTD 0371-53399770 18037166334 3857571523@qq.com China 7124 58
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Aladdin Scientific tp@aladdinsci.com United States 50089 58
2-(triMethylsilyl)ethyl 4-(trifluoroMethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate 2-(Trimethylsilyl)ethyl 4-(((trifluoromethyl)sulfon-yl)oxy)-5,6-dihydropyridine-1(2H)-carboxyl 2-(trimethylsilyl)ethyl 1,2,3,6-tetrahydro-4-trifluoromethylsulfonyloxy-pyridine-1-carboxylate 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoromethyl)sulfonyl]oxy]-, 2-(trimethylsilyl)ethyl ester 375854-77-6 C12H20F3NO5SSi