As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO33,mainly used in chemical industry, its synthesis route is as follows.,23190-16-1
To a 5 L round bottom flask equipped with an overhead stirrer, thermocouple and distillation head, was charged 550 g (2.579 mol) of (1R, 2S)-diphenyl-2-aminoethanol, 457 g (3.868 mol, 1.5eq) of diethylcarbonate, 18 g (0.258 mol, O.leq) of NaOEt in 100 mL of EtOH and 3.5 L of toluene. The reaction was heated until an internal temperature of 90C was reached and EtOH distillation began. The reaction was refluxed until an internal temperature of 110C was reached (7 hours). For every 500 mL of solvent that was removed via the distillation head, 500 mL of toluene was added back to the reaction. A total of about 1.6 L of solvent was removed. The reaction was allowed to cool to room temperature and then filtered on a 3 L coarse fritted funnel with 2 psig N2. Nitrogen was blown over the cake overnight to give 580 g (94% yield) of the title compound: ‘H NMR (DMSO) No. 7.090-6.985 (m, 6H), 6.930-6.877 (m, 4H), 5.900 (d, 1H, J = 8.301), 5.206 (d, 1H, J = 8.301).
With the synthetic route has been constantly updated, we look forward to future research findings about (1R,2S)-2-Amino-1,2-diphenylethanol,belong chiral-catalyst compound
Reference£º
Patent; PFIZER JAPAN, INC.; PFIZER INC.; WO2005/102390; (2005); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare