(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate
![(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate Structure](CAS/GIF/185099-68-7.gif)
- CAS No.
- 185099-68-7
- Chemical Name:
- (1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate
- Synonyms
- -8-azabicyclo[3.2.1]oct-3-ene;8-Boc-3-(trifluoromethylsulfonyloxy);8-Boc-8-azabicyclo[3.2.1]oct-2-en-3-yl Trifluoromethanesulfonate;8-Boc-3-(trifluoroMethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene;8-Boc-3-(trifluoromethylsulfonylacyloxy)-8-azabiscyclo[3.2.1]octyl-3-ene;tert-butyl-3-(trifluoroMethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate;Tert-butyl 3-(trifluoroMethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylate;(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate;3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene-8-carboxylic acid tert-butyl ester;8-Azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid,3-[[(trifluoroMethyl)sulfonyl]oxy]-, 1,1-diMethylethyl ester
- CBNumber:
- CB62499583
- Molecular Formula:
- C13H18F3NO5S
- Molecular Weight:
- 357.35
- MDL Number:
- MFCD22380006
- MOL File:
- 185099-68-7.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H332-H335 |
| Precautionary statements | P280-P305+P351+P338-P310 |
(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate price More Price(22)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Matrix Scientific | 090283 | 8-Boc-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene | 185099-68-7 | 100.00mg | $75 | 2026-05-18 | Buy |
| Matrix Scientific | 090283 | 8-Boc-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene | 185099-68-7 | 250.00mg | $125 | 2026-05-18 | Buy |
| Matrix Scientific | 090283 | 8-Boc-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene | 185099-68-7 | 1.00g | $342 | 2026-05-18 | Buy |
| aablocks | AA007RJT | 8-Boc-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene 95% | 185099-68-7 | 100mg | $120 | 2026-05-28 | Buy |
| aablocks | AA007RJT | 8-Boc-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene 95% | 185099-68-7 | 250mg | $209 | 2026-05-28 | Buy |
(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate Chemical Properties, Uses, Production
Synthesis
37595-74-7
185099-67-6
![(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate](/CAS/GIF/185099-68-7.gif)
185099-68-7
To a solution of tert-butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate (1.0 g, 4.2 mmol) in tetrahydrofuran (21.1 mL) was added slowly and dropwise lithium hexamethyldisilanilaminate (LHMDS, 4.64 mL, 4.64 mmol) under nitrogen atmosphere. The temperature of the reaction system was maintained at -50 °C, followed by a slow warming to -30 °C and continuous stirring for 1 hour. A solution of N-phenylbis(trifluoromethanesulfonyl)imide (1.66 g, 4.64 mmol) in tetrahydrofuran (1.0 mL) was added dropwise to the reaction mixture at -30 °C. After the dropwise addition was completed, the reaction mixture was gradually warmed to 25 °C and stirring was continued for 4 hours. Upon completion of the reaction, the reaction was quenched by the addition of aqueous ammonium chloride solution (10 mL), followed by extraction of the aqueous layer with dichloromethane (3 x 10 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: 0-30% ethyl acetate/hexane) to afford the target product 8-Boc-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene (2.2 g, 95% yield). Mass spectrometry (electrospray positive ion mode) analysis result: C13H18F3NO5S theoretical molecular weight 357, measured value 358 [M+H]+.
References
[1] Patent: WO2018/218197, 2018, A2. Location in patent: Paragraph 0372; 0373
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 10, p. 1817 - 1820
[3] Patent: WO2012/27234, 2012, A1. Location in patent: Page/Page column 41
[4] Patent: WO2016/138532, 2016, A1. Location in patent: Paragraph 0343
[5] Patent: US2017/112833, 2017, A1. Location in patent: Paragraph 0518-0519
(1R,5S)-tert-butyl 3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| QINGDAO CARELONGPHARMATECH CO.,LTD | 053288191853 13061484198 | sales@carelongchem.com | China | 455 | 57 |
| Tetranov Biopharm | 13526569071 | sales@leadmedpharm.com | China | 7881 | 64 |
| Thermo Fisher Scientific | 800-810-5118 | cnchemical@thermofisher.com | China | 17752 | 75 |
| Hubei XinyuanShun Chemical Co., Ltd. | 13971561712, 13995564702, 027-50664929 | hbeixys2001@163.com | China | 3110 | 55 |
| Shanghai HuanChuan Industry Co.,Ltd. | 021-61478794 | sales@hcshhai.com | China | 9781 | 50 |
| Shanghai QianYan Bio-technology Co., Ltd | 02781293128 | orders@biochemsafebuy.com | China | 9904 | 55 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Shandong Ono Chemical Co., Ltd. | 0539-6362799 20） | China | 9998 | 58 | |
| Hangzhou Molcore Biopharmatech Co.,Ltd | 400-711-5280 86-571-81025280 | sales@molcore.com | China | 9957 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29626 | 60 |
