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CAS RN: 1621994-95-3 | 产品编码: 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
技术规格
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 |
物性(参考值)
熔点 | 205 °C(dec.) |
比旋光度 [α]D | 285° (C=0.5,CHCl3) |
GHS
相关法规
运输信息
HS编码* | 2935.90-000 |
应用
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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