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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
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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.jpg "(+)-(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 | 同一天 | 2-3个工作日 | 左侧以上货期 | 数量 |
货期信息
|
|---|---|---|---|---|---|---|
| 100MG |
S$258.00
|
4 | 17 | 下单后约3-4周内可以发货 |
|
| 产品编码 | D3983 |
| 纯度/分析方法 | >98.0%(HPLC) |
| 分子式/分子量 | C__2__1H__2__2ClN__3O·H__2O = 385.90 |
| 外观与形状（20°C） | 固体 |
| 储存温度 | 室温 (15°C以下阴凉干燥处) |
| 包装和容器 | 100MG-Glass Bottle with Plastic Insert （查看图片） |
| CAS RN | 903571-02-8 |
| Reaxys-RN | 10505362 |
| PubChem物质ID | 125307585 |
| MDL编号 | MFCD10566989 |
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
运输信息
| HS编码* | 2934.99-000 |
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
参考文献
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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