化学合成;生命科学。
化学合成; 生命科学
合成路线 1(1. 合成:19914-36-4)
产率:99%
合成条件:With ((R,R)-1,2-bis(tert-butylmethylphosphino)-4,5-(methylenedioxy)benzene)(1,5-cyclooctadiene)rhodium (1+) hexafluoroantimonate; hydrogen In methanol at 20℃; for 0.33 h;
实验步骤:通用方法:作为反应底物,438.5mg(2.00mmol)α-脱氢氨基酸2-(N-乙酰氨基)-3-苯基-2-丙酸 - 甲酸酯,和作为不对称氢化催化剂,1.55mg加入(2.RxR)-1,2-双(叔丁基甲基膦基)-4,5-(亚甲二氧基)苯)(1,5-环辛二烯)铑(1 +)六氟锑酸盐,氢气进行五次吹扫,并加入预先脱气的5mE脱水甲醇。随后,将氢气压力设定为3个大气压,然后开始反应。在室温下搅拌30分钟后,停止容器中的氢消耗,因此假定反应终止。在将反应液浓缩后,将剩余的白色晶体溶解在乙酸乙酯中,然后通过硅胶柱。当用HPLC分析所得洗脱液时,得到(R)-2-(N-乙酰氨基)-3-苯基丙酸甲酯,对映体过量(cc)为99.9%。另外,使用1 H NMR分析化合物,化学收率为99%或更高(表1中的No.1)。在这种情况下,HPLC条件如下:HPLC:Daicel Chiralcel OJ,1.0mE / mm,己烷:2-丙醇9:1j0085]每种对映体的保留时间(R)t = 13.3mm,(S)t2 = 19.3mmj0086]此外,不对称氢化反应在上述相同条件下进行,除了如表1所示改变反应基质和反应条件的类型,结果也示于表1中。
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