24593-83-7Relevant academic research and scientific papers
A Glycal Approach to the Synthesis of Pregnane Glycoside P57
Liu, Chao,Ma, Yuyong,Pei, Chengfeng,Li, Wei,Yu, Biao
supporting information, p. 1007 - 1010 (2018/09/20)
Pregnane glycoside P57 is known as an active component of Hoodia gordonii, which has long been used as a diet with appetite suppressant property. Chemical synthesis of P57 demands installation of β-cymarosyl linkage onto the steroid aglycone. The stereoselective formation of this special 2-deoxy-β-glycosidic linkage has previously been proven to be difficult and thus a limiting step in the synthesis of P57 and its congeners. Herein, we report the glycosylation reactions with glycals as donors and TPHB (triphenylphosphine hydrobromide) as promoter and a convergent synthesis of P57 via a β-selective glycosylation with a trisaccharide glycal donor.
