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CAS RN: 1621994-95-3 | 產品號碼: M2765
(S)-3-[1-(4-Methoxybenzenesulfonyl)-(4S,5S)-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl]-1,1'-binaphthalene-2,2'-diyl Hydrogen Phosphate
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產品規格
Appearance | White to Yellow to Green powder to crystal |
Purity(HPLC) | min. 96.0 area% |
Elemental analysis(Nitrogen) | 3.50 to 4.00 % |
Specific rotation [a]20/D | +275 to +295 deg(C=0.5, CHCl3) |
NMR | confirm to structure |
性質
熔點 | 205 °C(dec.) |
比旋光 [α]D | 285° (C=0.5,CHCl3) |
GHS
相關法規
運輸資料
HS編碼* | 2935.90-000 |
Application
A Chiral Imidazoline-phosphoric Acid Catalyst Usable for the Desymmetrizating Reaction of meso-Aziridine Derivatives
Experimental procedure: The mixture of 1 (3.1 mg, 0.0042 mmol) and Ca(OMe)2 (0.4 mg, 0.0042 mmol) in methanol (0.08 mL) is stirred for 1 h. After removal of the solvent under reduced pressure, N-(2-pyridinesulfonyl)cyclohexaneaziridine (20.0 mg, 0.084 mmol) in toluene (1.68 mL) and molecular sieves 4Å (8.4 mg) are successively added, and the whole mixture is stirred at -20 °C. Then, trimethylsilylisothiocyanate (14.2 µL, 0.101 mmol) is added. After the disappearance of aziridine in the reaction mixture monitored by TLC, the water (3.0 mL) is added. The aqueous layer is extracted with CH2Cl2, the combined organic layer is dried over Na2SO4. Removal of solvent under reduced pressure gives the crude product, which is purified by flash chromatography on silica gel (hexane : ethyl acetate = 50 : 50) to afford the corresponding product as a white solid (24.8 mg, 88% ee) in 99% yield.
References
- Desymmetrization of meso-Aziridines with TMSNCS Using Metal Salts of Novel Chiral Imidazoline-Phosphoric Acid Catalysts
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