Corante

About this Author
DBL%20Hendrix%20small.png College chemistry, 1983

Derek Lowe The 2002 Model

Dbl%20new%20portrait%20B%26W.png After 10 years of blogging. . .

Derek Lowe, an Arkansan by birth, got his BA from Hendrix College and his PhD in organic chemistry from Duke before spending time in Germany on a Humboldt Fellowship on his post-doc. He's worked for several major pharmaceutical companies since 1989 on drug discovery projects against schizophrenia, Alzheimer's, diabetes, osteoporosis and other diseases. To contact Derek email him directly: derekb.lowe@gmail.com Twitter: Dereklowe

Chemistry and Drug Data: Drugbank
Emolecules
ChemSpider
Chempedia Lab
Synthetic Pages
Organic Chemistry Portal
PubChem
Not Voodoo
DailyMed
Druglib
Clinicaltrials.gov

Chemistry and Pharma Blogs:
Org Prep Daily
The Haystack
Kilomentor
A New Merck, Reviewed
Liberal Arts Chemistry
Electron Pusher
All Things Metathesis
C&E News Blogs
Chemiotics II
Chemical Space
Noel O'Blog
In Vivo Blog
Terra Sigilatta
BBSRC/Douglas Kell
ChemBark
Realizations in Biostatistics
Chemjobber
Pharmalot
ChemSpider Blog
Pharmagossip
Med-Chemist
Organic Chem - Education & Industry
Pharma Strategy Blog
No Name No Slogan
Practical Fragments
SimBioSys
The Curious Wavefunction
Natural Product Man
Fragment Literature
Chemistry World Blog
Synthetic Nature
Chemistry Blog
Synthesizing Ideas
Business|Bytes|Genes|Molecules
Eye on FDA
Chemical Forums
Depth-First
Symyx Blog
Sceptical Chymist
Lamentations on Chemistry
Computational Organic Chemistry
Mining Drugs
Henry Rzepa


Science Blogs and News:
Bad Science
The Loom
Uncertain Principles
Fierce Biotech
Blogs for Industry
Omics! Omics!
Young Female Scientist
Notional Slurry
Nobel Intent
SciTech Daily
Science Blog
FuturePundit
Aetiology
Gene Expression (I)
Gene Expression (II)
Sciencebase
Pharyngula
Adventures in Ethics and Science
Transterrestrial Musings
Slashdot Science
Cosmic Variance
Biology News Net


Medical Blogs
DB's Medical Rants
Science-Based Medicine
GruntDoc
Respectful Insolence
Diabetes Mine


Economics and Business
Marginal Revolution
The Volokh Conspiracy
Knowledge Problem


Politics / Current Events
Virginia Postrel
Instapundit
Belmont Club
Mickey Kaus


Belles Lettres
Uncouth Reflections
Arts and Letters Daily
In the Pipeline: Don't miss Derek Lowe's excellent commentary on drug discovery and the pharma industry in general at In the Pipeline

In the Pipeline

« Amyloid in Trouble | Main | Travel Continues. . . »

July 22, 2009

Travel

Email This Entry

Posted by Derek

Just wanted to let people know that posting will be irregular around here for the next few days, due to some traveling. I'll probably be able to put some stuff up, but it'll show up at odd intervals. I assume that no gigantic science/pharma stories will break in late July, but I guess one never knows. . .!

Comments (10) + TrackBacks (0) | Category: Blog Housekeeping


COMMENTS

1. milkshake on July 23, 2009 12:05 AM writes...

Your posting is getting irregular? Try Activia - you will like how the story ends.

Permalink to Comment

2. Anonymous on July 23, 2009 10:06 AM writes...

I prefer good ol' Raisin Bran.

Permalink to Comment

3. InfMP on July 23, 2009 7:11 PM writes...

Derek you should do a post on the famous JACS NaH oxidation paper that has been proven false at totallysynthetic.com

Permalink to Comment

4. bad wolf on July 27, 2009 10:22 AM writes...

Derek must have gone to San Diego Comic-Con. Nerd!

Permalink to Comment

5. Jan Teller Jr on July 27, 2009 3:30 PM writes...

I love that blog, but the control experiment designed by totallysynthetic wasnt precisely top-notch...

Actually, the authors had an entry with an EW-substituted benzylic alcohol (just as TotSyn) giving a 12% yield after 30 h in exactly the same conditions detailed on the paper...so no Gate, no scandal, just bored chemists I guess...

Permalink to Comment

6. Hap on July 29, 2009 9:48 AM writes...

No...TS's example was the exact duplicate of a substrate which gave 85% yield for the authors - the substrate you're comparing it to is a p-nitro.

So, no, his example was precisely correct, and the conclusion from the reaction reasonable. Thanks for playing.

Permalink to Comment

7. Jan Teller Jr on July 29, 2009 10:14 AM writes...

No playing, T

The rigourosity of the scientific method should work in both ways, no?

Just trying to reproduce, in partially similar conditions, the most disfavoured hit on the list doesn´t seem to me formal enough for a specialised blog of TS´s category and repercussion.

Thanx for commenting

Permalink to Comment

8. Hap on July 29, 2009 11:58 AM writes...

No - just arguing that the test case he tried was accurate. Trying more reactions would have helped to firm up his conclusion, but his conclusion wasn't unreasonable based on his experiment.

Trying a crappy-yielding oxidation would have been problematic - the rate would have likely been low, so it would have taken longer, and if the yield were lower, it wouldn't have necessarily said anything (would getting 0% under Ar when they got 12% mean that their method was incomplete, or just that the substrate sucked?) Maybe he could have tried multiple oxidations, but he would have tried ones with high yield in any case (to easily distinguish their behavior from that reported), and the only other substrate that looks readily available would be the alpha-methyl-p-methoxybenzyl alcohol. The only caveat might be that a low yield doesn't distinguish between bad technique and failure in the absence of O2 (though the reactions of others support the latter scenario, and TS has succeeded at other, more complicated work). I don't see where his conclusions or methodology were wrong, exactly.

Sorry for the snark, though.

Permalink to Comment

9. Jan Teller Jr on July 29, 2009 3:54 PM writes...

No worries abou the snark though...a wee one before taking annual holidays is OK!

My point was simply that he should have, as you said, firm up better his post before doing it. We should not understimate the power of the blogosphere nowadays specially if you have one supported by the RSC.

In my humble opinion, he should have done a control experiment with oxygen an no NaH, and a try with the analogous methoxy-substituted substrate before throwing the post and perhaps shedding doubts on the papers, and extensively on the author´s reputation

Permalink to Comment

10. Hap on July 29, 2009 5:19 PM writes...

The drybox experiment reported on Carbon-Based Curiosities would be the key one - if one can show that the reaction doesn't go without O2 and does in its presence, that would go pretty far in explaining the original results and making them useful. Probably can't use it on scale, but it might be OK in lab.

The lead author's explanation on RSC makes sense, but his group probably should have done a better job making sure that O2 wasn't the oxidant. The reviewers probably should have brought it up, too.

Permalink to Comment

POST A COMMENT




Remember Me?



EMAIL THIS ENTRY TO A FRIEND

Email this entry to:

Your email address:

Message (optional):




RELATED ENTRIES
Scripps Update
What If Drug Patents Were Written Like Software Patents?
Stem Cells: The Center of "Right to Try"
Speaking of Polyphenols. . .
Dark Biology And Small Molecules
How Polyphenols Work, Perhaps?
More On Automated Medicinal Chemistry
Scripps Merging With USC?