Oseltamivir (Tamiflu) Pt. 6

Hayashi, Ishikawa and Suzuki. ACIEE2009, EarlyView. DOI: 10.1002/anie.200804883. Article PDF Supporting Information Group Website

It’s back!  Not just Tot. Syn., reanimated refreshed after a decent winter break, but Tamiflu too (thanks to all those who flagged this one up for me.  In this case, in a (marginally) different guise, as what we’ve got here is Oseltamivir-free base, not the phosphate salt normally isolated.  Not an important fact, but the salt formation probably makes quite a difference in-vivo

However, that doesn’t matter a damn when the synthesis is a sweet at this.  To quote Hayashi, this is a ” three one-pot operations” synthesis, so over pretty damn quick; in fact, there’s only one

Posted at 9pm on 04/01/09 | 22 comments | Filed Under: Still In The RBF read on

Norzoanthamine

Kobayashi, Yamashita, Murata, Hikage, Takao, Nakazaki, and Kitahara. ACIEE2008, EarlyView. DOI: 10.1002/anie.200804544. Article PDF Supporting Information, ACIEE2008, EarlyView. DOI: 10.1002/anie.200804546. Article PDF Supporting Information

When the synthesis is spaced over two papers, you know it’s a biggie; a true beast of a natural product, Norzoanthamine made the gloried pages of Science when it was first completed by Miyashita back in 2004. Bulging with interesting biological activity (the headline being prevention of decrease in bone weight in osteoporotic mice), med-chem work is apparently under way.  Coupled with a lack of comments about ’scarcity’ or ‘low isolation yield’, I’d guess that it’s relatively easy to

Posted at 10pm on 15/12/08 | 43 comments | Filed Under: Still In The RBF read on

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  • HPCC Andrew: tert-butyl esters..(Go)
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In Other News...

  • K. A. Woerpel et al. Mechanisms for nucleophilic substitutions of cyclic acetals: nucleophile strength versus stereoselectivity. 10.1021/ol8019956

  • P. A. Evans et al. Intermolecular rhodium-catalyzed [3+2+2] cyclization of alkenylidenecyclopropanes with acetylenes. 10.1021/ja803691p

  • P. Knochelet al. Aryl and heteroaryl indium reagents for Stille / Suzuki style coupling. 10.1002/anie.200802292

  • A. Nishida et al. Catalytic, asymmetric Danishefsky-type Diels−Alder reactions. 10.1021/ja804430n

  • Picked up by Dan @ Curly Arrow:
    S.V. Ley et al. Primary Amides from Esters. 10.1021/ol801398z


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