Monday, April 1, 2013

Baran Lab to move to Wyoming



In light of recent blog posts, we would like to formally announce that our lab is moving to an abandoned home depot somewhere in rural western Wyoming.

Young Brando is "excited to have two full hoods to himself," and Taycoh said, "with the new space and low overhead costs, we should be able to have a lab of two- to three-hundred students."

The ATF will be providing funding for new research on the novel chemoselective syntheses of ethan-1-ol and ethan-2-ol.

Phil's children's love of adorable farm animals may have influenced the move.



Stay tuned for more information!

Friday, March 29, 2013

A Taxol synthesis is simple


I got the results back from NSF fellowship application today. I didn't get the fellowship, but that doesn't matter. Something funny was that one of the reviewers said my “proposed project looked simple or at least written that way.”

I’m the chump working on the taxane project. The overall goal is in the figure below. You might have seen the Nature Chemistry paper where we described the construction of the taxane skeleton. My project involves multiple C-H oxidation transformations on this skeleton en route to Taxol. Simple, right?


I’m not here to toot my own horn or rally up a pity party, but I think every chemist familiar with synthetic organic chemistry will agree this endeavor is somewhere between crazy difficult and flat-out impossible. No one would claim it looks simple. Then why is this NSF reviewer judging my application if they don’t see the difficulty of this project?

To be clear, I wouldn't care if I scored “excellent” on everything and still didn't get the fellowship. There are many people deserving of this award, and who am I to say I deserve it more than anyone else? Also, there are plenty of reasons to not fund me or this project. My problem is that reviewers are unqualified to judge my “intellectual merit” if they don’t know the basic frontiers of my field. I guess the moral of the story is don’t assume people know why your science is hard. Be very explicit. This problem probably applies to some extent to other award applications and even applying for a job.

Monday, March 18, 2013

Column Chromatography....seems silly now.

Last month the team at Eisai responsible for the commercial scale synthesis of Halaven (easily the most complex drug molecule produced entirely by chemical synthesis) published a series of papers (theres three links there) detailing the development from the medchem route to process.  While these papers are a must read from the standpoint of using total synthesis to solve a supply need, this post is only peripherally related.

Early on in the synthesis of one of the pieces of the western half of the molecule the group does a chromatographic resolution of a racemic alcohol using 'simulated moving bed chromatography'.