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CAS RN: 1450841-27-6 | 產品號碼: B4228
2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine
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產品號碼 | B4228 |
純度/分析方法 | >90.0%(HPLC) |
分子式 / 分子量 | C__4__1H__3__9N__3O__2 = 605.78 |
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 | 50MG-Glass Bottle with Plastic Insert (閲覽圖片) |
CAS RN | 1450841-27-6 |
PubChem Substance ID | 253659536 |
產品規格
Appearance | White to Light yellow powder to crystal |
Purity(HPLC) | min. 90.0 area% |
Specific rotation [a]20/D | -173 to -183 deg(C=1, CHCl3) |
性質
比旋光 [α]D | -174° (C=1,CHCl3) |
GHS
相關法規
運輸資料
HS編碼* | 2934.99-000 |
Application
An Efficient Bis(oxazolidine)pyridine Ligand Utilizing for the Asymmetric [3+2] Cycloaddition
Experimental Procedure:
Bis(oxazolidine)pyridine ligand (B4228, 0.0165 mmol) and Cu(OAc)2 (0.015 mmol) are added to a round flask containing a stir bar under Ar. CH2Cl2 (1 mL) is added to the flask and the mixture is stirred over 12 hours. To the resulting solution is added azomethine imine (0.15 mmol) at rt. After cooling to –40 °C, to the mixture is added ethyl propiolate (0.18 mmol). After stirring for 47 hours, the reaction mixture is purified by silica gel column chromatography (Et2O/Hexane=2/1 to Et2O) to afford the desired N,N-bicyclic pyrazolidinone derivative (99% yield, 94% ee).
Bis(oxazolidine)pyridine ligand (B4228, 0.0165 mmol) and Cu(OAc)2 (0.015 mmol) are added to a round flask containing a stir bar under Ar. CH2Cl2 (1 mL) is added to the flask and the mixture is stirred over 12 hours. To the resulting solution is added azomethine imine (0.15 mmol) at rt. After cooling to –40 °C, to the mixture is added ethyl propiolate (0.18 mmol). After stirring for 47 hours, the reaction mixture is purified by silica gel column chromatography (Et2O/Hexane=2/1 to Et2O) to afford the desired N,N-bicyclic pyrazolidinone derivative (99% yield, 94% ee).
References
- Development of a tailor-made bis(oxazolidine)pyridine–metal catalyst for the [3+2] cycloaddition of azomethine imines with propiolates
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