Entresto is a first in class medicine developed by Novartis and approved by FDA in 2015 to treat heart failure.As one of the two active pharmaceutical ingredients of Entresto,sacubitril is a blood pressure medicine that helps lower blood pressure by reducing sodium levels.Our synthesis starts from triol (3),a chiron molecule we developed.1 The synthesis is achieved in 7 steps and 40% overall yield;all the reactions are performed on multigram scales.Key steps are an efficient,mild one-step preparation of epoxide from chiral vicinal diol using C4F9SO2F/DBU,and a one-flask preparation of succinic amide from azide.The former provides a new method of preparing epoxide from diol,and the latter is a good example of using Staudinger reduction in organic synthesis.