A common heterocyclic compound, the chiral-catalyst compound, name is (1R,2S)-2-Amino-1,2-diphenylethanol,cas is 23190-16-1, mainly used in chemical industry, its synthesis route is as follows.,23190-16-1
A solution of (Boc)2O (44 mmol) in THF (50ml) was added to the mixture of the amino alcohol (40 mmol) and sodium carbonate (80 mmol) in THF/H2O (1/1, 300 ml) at O0C. The mixture was stirred at O0C for Ih and then at room temperature for another two 2h (TLC was used to monitor the reactions). Water (200 ml) was added to the mixture upon completion. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (200 ml). The combined organic layers was washed with brine (300 ml) and dried with anhydrous MgSO4 for Ih. It was then filtered and the solvent was removed under vacuum to give the product (yield = 90 – 99 %). It was sufficiently pure for the next step. The pure product was obtained by recrystallization from the THF and hexane, or by purification with silica gel chromatography.Example 2.1: Tert-butyl (lS,2R)-2-hydroxy-l,2-diphenylethylcarbamatePh PhBocHN OHYield: 90 %. 1H NMR (CD2Cl2): delta 7.25-7.27 (m, 6H), 7.08-7.1 1 (m, 4H), 5.33 (m, IH), 5.04 (m, IH), 4.92 (b, IH), 2.60 (b, IH), 1.38 (s, 9H).
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Reference£º
Patent; KANATA CHEMICAL TECHNOLOGIES INC.; WO2008/148202; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare