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Facile synthesis of suvorexant, an orexin receptor antagonist, via a chiral diazepane intermediate
Chinese Chemical Letters ( IF 9.4 ) Pub Date : 2015 , DOI: 10.1016/j.cclet.2014.09.020 Yin Chen , Yan Zhou , Jun-Hong Li , Jia-Quan Sun , Gui-Sen Zhang
Chinese Chemical Letters ( IF 9.4 ) Pub Date : 2015 , DOI: 10.1016/j.cclet.2014.09.020 Yin Chen , Yan Zhou , Jun-Hong Li , Jia-Quan Sun , Gui-Sen Zhang
A facile synthesis of suvorexant, an orexin receptor antagonist, is described. The key intermediate 6 was prepared from R-3-aminobutyric acid through protection, condensation, deprotection, cyclization, and hydrogenation steps. The title product was obtained with a total yield of 31% (>99% ee) after eight linear steps using commercially available raw materials.
中文翻译:
通过手性二氮杂庚烷中间体轻松合成suvorexant(一种orexin受体拮抗剂)
描述了一种容易合成的食欲素受体拮抗剂suvorexant。关键中间体6由R -3-氨基丁酸通过保护,缩合,脱保护,环化和氢化步骤制备。经过八个线性步骤,使用商购可得的原料,获得标题产物,总收率为31%(ee > 99%ee)。
更新日期:2017-01-31
中文翻译:
通过手性二氮杂庚烷中间体轻松合成suvorexant(一种orexin受体拮抗剂)
描述了一种容易合成的食欲素受体拮抗剂suvorexant。关键中间体6由R -3-氨基丁酸通过保护,缩合,脱保护,环化和氢化步骤制备。经过八个线性步骤,使用商购可得的原料,获得标题产物,总收率为31%(ee > 99%ee)。