一种合成新型泛酰胺衍生物的交叉复分解方法。

Guan Jinming, Hachey Matthew, Puri Lekha, Howieson Vanessa, Saliba Kevin J, Auclair Karine

Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, H3A 0B8, Canada.

Research School of Biology, College of Medicine, Biology and Environment, The Australian National University, Canberra, Australian Capital Territory, 2601, Australia.

Beilstein J Org Chem. 2016 May 13;12:963-8. doi: 10.3762/bjoc.12.95. eCollection 2016.

Pantothenamides are known for their in vitro antimicrobial activity. Our group has previously reported a new stereoselective route to access derivatives modified at the geminal dimethyl moiety. This route however fails in the addition of large substituents. Here we report a new synthetic route that exploits the known allyl derivative, allowing for the installation of larger groups via cross-metathesis. The method was applied in the synthesis of a new pantothenamide with improved stability in human blood.

泛硫乙胺以其体外抗菌活性而闻名。我们的团队此前报道了一种新的立体选择性路线，用于制备在偕二甲基部分修饰的衍生物。然而，这条路线在添加大取代基时失败了。在此，我们报道了一种新的合成路线，该路线利用了已知的烯丙基衍生物，通过交叉复分解反应实现了更大基团的引入。该方法应用于合成一种在人体血液中稳定性更高的新型泛硫乙胺。