Yamashita Daisuke, Murata Yoshihisa, Hikage Naotsuka, Takao Ken-Ichi, Nakazaki Atsuo, Kobayashi Susumu
Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba, Japan.
Angew Chem Int Ed Engl. 2009;48(8):1404-6. doi: 10.1002/anie.200804546.
No bones about it: (-)-Norzoanthamine, a promising candidate for an anti-osteoporotic drug, was the target of a total synthesis (see scheme). The final bisaminal formation with AcOH/H(2)O gave the DEFG ring, while the cyclization precursor was prepared by installing the remaining bisaminal unit after oxidative cleavage of the cyclopentanol moiety.
(-)-去甲海葵胺是一种很有前景的抗骨质疏松药物候选物,是全合成的目标(见方案)。用乙酸/水进行最终的双胺形成反应得到了DEFG环,而环化前体是通过在环戊醇部分氧化裂解后安装剩余的双胺单元制备的。