383418-27-7Relevant articles and documents
Revised stereochemistry of ceramide-trafficking inhibitor HPA-12 by X-ray crystallography analysis
Ueno, Masaharu,Huang, Yi-Yong,Yamano, Akihito,Kobayashi, Shu
, p. 2869 - 2871 (2013/07/19)
In response to Berke?'s report revising the stereochemistry of HPA-12, an important ceramide-trafficking inhibitor that was discovered and synthesized and its stereochemistry determined in 2001, the synthesis and the stereochemistry were reinvestigated. A large-scale synthetic method for HPA-12 based on a Zn-catalyzed asymmetric Mannich-type reaction in water was developed. Single crystals of HPA-12 for X-ray crystallographic analysis were obtained from ethyl propionate/n-hexane, and the stereochemistry was definitely determined to be 1R,3S, consistent with Berke?'s revised structure.