108385-54-2Relevant academic research and scientific papers
New Approaches to the Synthesis of trans-Alkene Isosteres of Dipeptides
Spaltenstein, Andreas,Carpino, Philip A.,Miyake, Fumio,Hopkins, Paul B.
, p. 3759 - 3766 (2007/10/02)
Two new syntheses of protected dipeptide analogues bearing a trans carbon-carbon double bond in place of the amide linkage are reported.One route is a linear synthesis employing the rearrangement of an allylic selenide to a protected allylic amine.The second route is convergent and uses the Julia olefin synthesis in a key step.The latter route is fully stereocontrolled and has been used to prepare protected trans-alkene isosteres of the dipeptides TyrAla, PhePhe, LeuPhe, and LeuLeu.
A STEREOCONTROLLED SYNTHESIS OF TRANS-ALKENE ISOSTERES OF DIPEPTIDES
Spaltenstein, Andreas,Carpino, Philip A.,Miyake, Fumio,Hopkins, Paul B.
, p. 2095 - 2098 (2007/10/02)
A general synthetic route to trans-alkene isosteres of protected dipeptides is reported.This sequence permits the fully stereocontrolled preparation of these isosteres in optically active form and in quantities sufficient for further biological study.Prep
