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CAS RN: 903571-02-8 | 产品编码: 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")
纯度/分析方法: >98.0%(HPLC)
别名：
- (+)-(5aR,10bS)-5a,10b-二氢-2-(2,4,6-三甲基苯基)-4H,6H-茚并[2,1-b][1,2,4]三唑[4,3-d][1,4]氯化恶唑鎓 一水合物
- (+)-(5aR,10bS)-5a,10b-二氢-2-三甲基苯基-4H,6H-茚并[2,1-b][1,2,4]三唑[4,3-d][1,4]氯化恶唑鎓 一水合物
- Bode催化剂2 一水合物
- (+)-(5aR,10bS)-5a,10b-Dihydro-2-mesityl-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Monohydrate
- Bode Catalyst 2 Monohydrate
产品文档：
| 规格 | 单价 | 上海 | 天津 | 日本* | 数量 |
库存详情
|
|---|---|---|---|---|---|---|
| 100MG |
¥280.00
|
3 | 1 | 19 |
|
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* 无具体发货日期的情况，如：显示“8个工作日后发货”，将在您订购日起的8个工作日后发货。
* 我们将以最优方式从上海/天津两大仓库发货。国内库存不足，需两周左右向日本总部调货。
* 对于可分装产品，11:30前的订单，当天发货；11:30后的订单，隔天发货。
* 如需大包装，请点击“大包装询价”按钮（对于某些产品我们无法提供大包装）。
* TCI会经常复审储藏条件以对其进行优化，请以在线目录为准，敬请留意。
* 更多信息，请联系营业部：021-67121386 / Sales-CN@TCIchemicals.com 。任何货期、规格或包装方面的需求，请联系我们 。
技术规格
| 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) |
物性（参考值）
| 熔点 | 219 °C |
| 比旋光度 [α]D | 158° (C=1,CHCl3) |
GHS
相关法规
| 新化学物质备案回执号 | B1A232215117 |
运输信息
| 监管条件代码(*) |
应用
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.
应用
[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
技术文章
[TCIMAIL No.150] Useful N-Heterocyclic Carbene Precatalysts “Bode Catalysts”[研究论文] NHC (Bode催化剂2)和酸助催化下α,β-不饱和醛和查尔酮的[4+2]环加成反应
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