Naturalproductman’s Blog

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Archive for the ‘New Setups’ Category

Hypodoratoxide structural revision through 13C-13C COSY

Posted by naturalproductman on April 16, 2015

Jeroen Disckschat and co-workers at Rheinische Friedrich-Wilhelms-Universität Bonn have reported in ACIE on a 13C-13C COSY method to elucidate the structure of hypodoratoxide.
structure

ACIE paper

Posted in Methodology, New Setups, Structural Reassignment | Leave a Comment »

Efavirenz flow synthesis

Posted by naturalproductman on March 5, 2015

Peter Seeberger and co-workers at Max Planck Institute of Colloids and Interfaces have reported in ACIE on the flow synthesis of efavirenz.

flow

ACIE paper

Posted in Flow, HIV, New Setups, Total Synthesis | Leave a Comment »

Modern day advances in the industry

Posted by naturalproductman on February 22, 2015

Jacketed reactor vessels, automated parallel reactor systems, flow chemistry, high-throughput parallel screening platforms, are all new types of reaction set ups advanced from our classical round bottom flask equipped with stir bars that industry chemists are using nowadays.  Check out this neat perspective in JOC by Stéphane Caron and Nicholas Thomson at Pfizer.

JOC paper

Posted in New Setups | Leave a Comment »

Circular dichroism approach to determine chirality

Posted by naturalproductman on February 22, 2015

Babak Borhan and co-workers have reported in ACIE on a way to determine remote chirality using the cotton effect and molecular tweezers.

molecular tweezers

ACIE paper

Posted in Methodology, Molecular tweezers, New Setups, Stereochemistry | Leave a Comment »

Monodihydrosterculin

Posted by naturalproductman on November 27, 2014

Ehud Landau and co-workers at the University of Zurich have reported in ACIE on the use of a cyclopropane-containing lipid to crystallize membrane proteins.
MDS

ACIE paper

Posted in Chemical Biology, Lipids, New Setups, Unnatural Products | Leave a Comment »

Forazoline A

Posted by naturalproductman on September 10, 2014

I thought I was going to have some down time before I posted again, but I ran into this interesting isolation paper of forazoline A that is worth a gander from Tim Bugni’s lab in the University of Wisconsin. They used a 15N-13C HMQC technique to determine which carbon was bonded to which nitrogen, which is apparently the first time this technique was used for a natural product. Looks like a pretty large natural product (m/z 901.4205). They have an interesting looking 13C NMR spectrum of the natural product (13C-labeled) that have splitting patterns on basically all of the carbons of the natural product (and thus looks like a proton NMR).

ACIE paper

Posted in Antifungal, New Setups, New Types, NMR, Polyketides, Polythio Compounds, Thiazoles | Leave a Comment »

ASAP HSQC

Posted by naturalproductman on January 20, 2014

Burkhard Luy and co-workers at Karlsruher Institut für Technologie in Germany have reported in JACS on a quick HSQC NMR method.
HSQC
JACS paper

Posted in New Setups, New Types, NMR | 1 Comment »

Making HSQC look nicer

Posted by naturalproductman on September 6, 2013

Gareth Morris and co-workers at the University of Manchester and beyond have reported in ACIE on enhancing the resolution of HSQC contours. I imagine this would be useful when carbon chemical shifts and proton chemical shifts are jumbled together.

HSQC

ACIE paper

Posted in New Setups, New Types | Leave a Comment »

Simplify proton NMR

Posted by naturalproductman on June 5, 2013

Klaus Zangger and co-worker at Karl-Franzens Universität Graz have reported in ACIE on a method to make your protons all look like singlets in your proton NMR.

ACIE paper

Posted in New Setups, New Types, Random | Leave a Comment »

Removing triphenylphosphine oxide

Posted by naturalproductman on May 14, 2013

I have had this silly problem in trying to get rid of triphenylphosphine oxide from my reaction mixture.  It’s stuck with my final product and can be a pain.  Some tricks I’ve seen are the use of dissolving mixture (O=PPh3 and product) in ether and run through short pad of silica.  This would be great if my product weren’t so polar – instead my product does not elute with ether.  Another trick was from this Lipshutz paper in 2003 where they used Merrifield resin to scavenge the phosphine.

 

OL paper

Posted in New Setups, New Types, Random | 10 Comments »

 
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