Home / Department / Seminars & Events / BMS Symposium Featuring KC Nicolaou

BMS Symposium Featuring KC Nicolaou

BMS Symposium Featuring KC Nicolaou

Mon, May. 23, 2016, 3:30pm - 6:00pm
Frick Chemistry Laboratory, Taylor Auditorium
Host: Erik Sorensen

3:30 – Adrian Ortiz – Discovery of an Innovative and Stereoselective Syntheses of BMS-986001

Nucleoside Reverse Transcriptase Inhibitors (NRTI’s) were first synthesized in the 1960’s and have been developed for the treatment of the HIV virus for the last 30 years. BMS-986001 is an  investigational nucleoside analog  being developed as a potential new treatment in this area, and the development of a safe, efficient and economical synthesis of this compound was critical to its continued development. In this presentation, we discuss the design and execution of 3 stereocontrolled syntheses of BMS-986001.  Highlights of these three synthetic routes include:  (1) A Claisen rearrangement to install the crucial C-4 stereocenter, (2) the development of an unprecedented sulfoxide thermolysis enabling the introduction of 2,3-dehydrofuranose moiety, and (3) the first demonstration of a non-enzymatic DKR of a lactol (via lewis base catalysis) to prepare the key chiral pyranone building block utilized in our commercial manufacturing 

4:30 – KC Nicolaou – Synthesis of Natural and Designed Molecules of Biological and Medical Importance

This lecture will cover a number of topics dealing with total synthesis, molecular design and biological testing of complex molecules relevant to biology and medicine, including the antibiotics viridicatumtoxin B and CJ-16,264 and antitumor agents N14-desacetoxytubulysin H, 12-prostaglandin J3, shishijimicin A, uncialamycin, and trioxacarcin C.