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CAS RN: 903571-02-8 | 產品號碼: D3983
(+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate
![Thumbnail of (+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate](/medias/D3983.jpg?context=bWFzdGVyfHJvb3R8MTYyMjN8aW1hZ2UvanBlZ3xhRE0yTDJoaU1TODRPVE0wT0RBd01qa3pPVEU0TDBRek9UZ3pMbXB3Wnd8MTU3MWMxZmJlN2FiNzkxNTM2NWI0OTI1ZWQ0YzgwMGJlNjZhZTA2ZDg4MDUzZTEwOTI1NTM4Yjk1YWQ3ZDhmNg "(+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate")
![Chemical Structure of (+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate](/medias/D3983.jpg?context=bWFzdGVyfHJvb3R8NTYzOTF8aW1hZ2UvanBlZ3xhR1U0TDJnd09DODRPVEl4TXpFek1EVXdOalUwTDBRek9UZ3pMbXB3Wnd8Y2E1ODk3ODI2YzdiZTZjMjQzN2ZjYzcyOGJkOTFkNjkxNTM3NTliMTlmNzA0NGY3NmFlOTVkM2EyOGQ2OGQ3Nw "(+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate")
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![(+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate](/_ui/responsive/theme-tci/images/missing_product_zoom.webp "(+)-(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate")
| 包裝 | 價格 | 同一天 | 2-3个工作日 | 左側以上貨期 |
貨期資訊
|
|---|---|---|---|---|---|
| 100MG |
NT$7,740
|
2 | 11 | 下單後約3-4週內可以出貨 |
* 以上價格已含運費關稅等但一些需要海運以及乾冰運輸的產品除外,詳情請與
當地經銷商
洽詢。
* TCI會時常優化儲存條件,儲存溫度請以在線目錄為準，敬請留意。
| 產品號碼 | D3983 |
純度/分析方法 
|
>98.0%(HPLC) |
| 分子式 / 分子量 | C__2__1H__2__2ClN__3O·H__2O = 385.90 |
| 外觀與形狀（20°C） | Solid |
| 儲存條件
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| 包裝和容器
|
100MG-Glass Bottle with Plastic Insert （閲覽圖片） |
| CAS RN | 903571-02-8 |
| Reaxys-RN | 10505362 |
| PubChem Substance ID | 125307585 |
| MDL編號 | MFCD10566989 |
產品規格
| Appearance | White to Gray to Red powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Elemental analysis(Nitrogen) | 10.40 to 11.20 % |
| Specific rotation [a]20/D | +155 to +163 deg(C=1, CHCl3) |
性質
| 熔點 | 219 °C |
| 比旋光 [α]D | 158° (C=1,CHCl3) |
GHS
相關法規
運輸資料
| HS編碼* | 2934.99-000 |
Application
Highly Enantioselective Diels-Alder Reactions using Bode 2 Catalyst
References
- 1)M. He, J. R. Struble, J. W. Bode, J. Am. Chem. Soc. 2006, 128, 8418.
- 2)M. He, G. J. Uc, J. W. Bode, J. Am. Chem. Soc. 2006, 128, 15088.
- 3)J. R. Struble, J. W. Bode, Y. Lian, H. M. L. Davies, Org. Synth. 2010, 87, 362.
Application
[4+2] Cycloaddition of α,β-Unsaturated Aldehydes with Chalcones Using NHC (Bode Catalyst 2) and Acid Co-catalyst
Typical procedure (entry 1):
A dry 10 mL Schlenk tube is successively charged with 4-methoxycinnamaldehyde (81 mg, 0.5 mmol), chalcone (52 mg, 0.25 mmol), Bode catalyst 2 monohydrate (18.4 mg, 0.05 mmol), KOAc (61.4 mg, 0.625 mmol) and MS4Å (100 mg). The tube is closed with a septum, evacuated, and refilled with nitrogen. To this mixture is added distilled THF (0.5 mL), followed by AcOH (7.2 µL, 0.0625 mmol). The reaction mixture is stirred at room temperature for 24 h. After the reaction is completed, the solvent is removed under reduced pressure. The residue is purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 10/1) to afford the corresponding lactone (79.6 mg, 86% yield, 20:1 dr, 99% ee) as a white solid.
A dry 10 mL Schlenk tube is successively charged with 4-methoxycinnamaldehyde (81 mg, 0.5 mmol), chalcone (52 mg, 0.25 mmol), Bode catalyst 2 monohydrate (18.4 mg, 0.05 mmol), KOAc (61.4 mg, 0.625 mmol) and MS4Å (100 mg). The tube is closed with a septum, evacuated, and refilled with nitrogen. To this mixture is added distilled THF (0.5 mL), followed by AcOH (7.2 µL, 0.0625 mmol). The reaction mixture is stirred at room temperature for 24 h. After the reaction is completed, the solvent is removed under reduced pressure. The residue is purified by column chromatography on silica gel (eluent: hexane/ethyl acetate = 10/1) to afford the corresponding lactone (79.6 mg, 86% yield, 20:1 dr, 99% ee) as a white solid.
References
PubMed Literature
產品介紹報導
[TCIMAIL No.150] Useful N-Heterocyclic Carbene Precatalysts “Bode Catalysts”[Research Articles] [4+2] Cycloaddition of α,β-Unsaturated Aldehydes with Chalcones Using NHC (Bode Catalyst 2) and Acid Co-catalyst
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