Comments for Naturalproductman's Blog http://naturalproductman.wordpress.com Hey, is that a natural product?! Wed, 05 Jun 2013 20:53:39 +0000 hourly 1 http://wordpress.com/ Comment on Why is CDCl3 a Triplet? by Loshe http://naturalproductman.wordpress.com/2009/05/29/why-is-cdcl3-a-triplet/#comment-4022 Wed, 05 Jun 2013 20:53:39 +0000 http://naturalproductman.wordpress.com/?p=608#comment-4022 Ive been asked that in a lab report and i looked everywhere but never found the exact clear answer!
Thank you :)

]]> Comment on Removing triphenylphosphine oxide by milkshake http://naturalproductman.wordpress.com/2013/05/14/removing-triphenylphosphine-oxide/#comment-3972 Fri, 17 May 2013 23:55:21 +0000 http://naturalproductman.wordpress.com/?p=8967#comment-3972 PPh3O has a fairly limited solubility in benzene or toluene. If your crude product dissolves in benzene I would let it sit for a day and hope that most PPh3O would gradually crystallize out. Of couse this works even better if you can dilute your benzene solution with some cyclohexane (up to equal volume) without precipitating your product

]]> Comment on Removing triphenylphosphine oxide by naturalproductman http://naturalproductman.wordpress.com/2013/05/14/removing-triphenylphosphine-oxide/#comment-3966 Wed, 15 May 2013 11:00:27 +0000 http://naturalproductman.wordpress.com/?p=8967#comment-3966 I like the Merrifield resin idea because in the paper it even says: “Reaction products bearing most functional groups, including free amines and alcohols (e.g., benzyl alcohol), are unaffected.”

]]> Comment on Removing triphenylphosphine oxide by naturalproductman http://naturalproductman.wordpress.com/2013/05/14/removing-triphenylphosphine-oxide/#comment-3965 Wed, 15 May 2013 10:58:24 +0000 http://naturalproductman.wordpress.com/?p=8967#comment-3965 The ZnCl2 reaction can be complicated if there are other functional groups present. I allude to this TL paper (http://www.sciencedirect.com/science/article/pii/S0040403997829528 Volume 37, Issue 52, 23 December 1996, Pages 9317–9320).

I think reasonable alternatives to triphenylphosphine could be the water soluble TPPTS (Tris(3-sulfophenyl)phosphine trisodium salt) as a ligand.

]]> Comment on Removing triphenylphosphine oxide by naturalproductman http://naturalproductman.wordpress.com/2013/05/14/removing-triphenylphosphine-oxide/#comment-3961 Tue, 14 May 2013 18:23:53 +0000 http://naturalproductman.wordpress.com/?p=8967#comment-3961 That’s an interesting solvent system – good to know. Thanks!

]]> Comment on Removing triphenylphosphine oxide by Professor Tom http://naturalproductman.wordpress.com/2013/05/14/removing-triphenylphosphine-oxide/#comment-3958 Tue, 14 May 2013 17:09:14 +0000 http://naturalproductman.wordpress.com/?p=8967#comment-3958 I recall a similar problem a long time ago with a polar compound and the solution was a column with acetone in methylene chloride, 3% or 5%. It’s an odd mix, and acetone absorbs in the UV so an automated column like Biotage or Isco isn’t the way to go unless you ignore the detector, but that system does well with polar stuff, better than methanol or ethanol in DCM.

]]> Comment on Removing triphenylphosphine oxide by naturalproductman http://naturalproductman.wordpress.com/2013/05/14/removing-triphenylphosphine-oxide/#comment-3955 Tue, 14 May 2013 14:09:05 +0000 http://naturalproductman.wordpress.com/?p=8967#comment-3955 Thanks I will try this…

]]> Comment on Removing triphenylphosphine oxide by Brad http://naturalproductman.wordpress.com/2013/05/14/removing-triphenylphosphine-oxide/#comment-3954 Tue, 14 May 2013 12:57:17 +0000 http://naturalproductman.wordpress.com/?p=8967#comment-3954 You can also complex with ZnCl2 in Et2O and decant/filter

]]> Comment on Divergolides by 1 http://naturalproductman.wordpress.com/2011/01/12/divergolides/#comment-3883 Fri, 26 Apr 2013 13:22:00 +0000 http://naturalproductman.wordpress.com/?p=5361#comment-3883 looks like your post was critical to collect mass for these molecules as targets for synthesis …there 3 or 4 groups that have ventured!

]]> Comment on Anyone having issues with Scifinder? TRY CAS STRUCTURE EDITOR by SciFinder (@SciFinder) http://naturalproductman.wordpress.com/2013/04/19/anyone-having-issues-with-scifinder-try-cas-structure-editor/#comment-3880 Thu, 25 Apr 2013 23:39:14 +0000 http://naturalproductman.wordpress.com/?p=8899#comment-3880 Thanks for sharing this info with your readers – we understand the frustration with Java and always appreciate the additional feedback. To add to what you mention, we also plan to release an alternative to the plugin-based structure editor in SciFinder this summer. So please stay tuned! If you have any questions, don’t hesitate to contact the CAS Customer Center (http://www.cas.org/contact-us/cas-customer-center).

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