TotallySynthetic.com » Blog Archive » Oseltamivir phosphate ...
November 21 2010, 9:58 am
http://totallysynthetic.com/After acetylation, they needed to bolt on a carbon, and preffered to use a C1 acyl anion equivalent – in this case, a protected hydroxy malononitrile. An allylic, Tsuji-Trost style opening and decarboxylation of the carbamate did the .... Chiral pool's closed. says: 3 December, 2008 at 8:37. Extrapolating further –. LOLChemists: im in ur flahsk, settin ur stereochim… I can haz ee? JACS alerts on AIM: OMG!! Ru 4 EntSel CycIsom!! Whiny emo blog posts: Can you believe that ...
A New Route to Tamiflu?. In the Pipeline:
November 21 2010, 9:58 am
http://pipeline.corante.com/Try to reproduce that overall yield, I dare you! Go ahead... ;-). In my opinion, the more practical, albeit maybe not beautiful is Shibasaki's, using azide to selectively open the chiral N-acylaziridine. Permalink to Comment ... Derek Lowe on May 11, 2006 9:33 AM writes... Whoops, thanks MGeek, I messed up the title. If we were going to Joycify the chemical literature, I guess that JOC could be renamed "Hydrogen, Carbon, and Everything", for starters. ...
TotallySynthetic.com » Blog Archive » Oseltamivir phosphate ...
November 21 2010, 9:58 am
http://totallysynthetic.com/Most impressive was the use of a regioselective aziridine-opening to set the stereochemistry of the ether and amine, moving the amine to the adjacent carbon in this process. .... except the first step (enantioselective DA), this maestro moves the chiral center around (w/ olefin) the ring and incorporate the right functionality with his smart, novel reactions; however, all of them are executed beautifully in the chemical context of given substrates (i'm waiting for ...
On The Other Hand. In the Pipeline:
November 21 2010, 9:58 am
http://pipeline.corante.com/I find it really elegant when a med. chemist puts in a symmetrical carbon instead of a chiral centre. Two examples I can think of are oseltamivir, where the pentyl ether sidechain is sooo much cooler than the corresponding hydroxylated ...
TotallySynthetic.com » Blog Archive » Oseltamivir phosphate ...
November 21 2010, 9:58 am
http://totallysynthetic.com/We've looked at two previous syntheses of tamiflu before, those of Corey and Shibasaki, so you're probably used to me stretching the definition of “natural-product total synthesis” to include it. Stretching the definition to breaking ...
Tamiflu: Good For Anything, Or Not?. In the Pipeline:
November 21 2010, 9:58 am
http://pipeline.corante.com/Headlines range from stuff like "Newer Flu Drugs Work Better" to "Don't Use Older Flu Drugs, Experts Warn" to "Tamiflu Not Effective Against Bird Flu". The problem is, we're looking at two different classes of drugs, and two different ...
TotallySynthetic.com » Blog Archive » Oseltamivir phosphate ...
November 21 2010, 9:58 am
http://totallysynthetic.com/Again, I'm stretching that brief to include Tamiflu, basically because I find it such an interesting target. The more click-happy readers will have noticed that this paper comes to us from The Professionals at Roche, who make this ...
TotallySynthetic.com » Blog Archive » Oseltamivir (Tamiflu) Pt. 6
November 21 2010, 9:58 am
http://totallysynthetic.com/So the final step for Tamiflu contained 6 synthetic operations. The problem with using '6 steps' to describe this is that it gives me a very different perception. 6 steps (like I count them) might be a week of work, but 6 stages in one ...
