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Topic: Help with a synthetic problem  (Read 6289 times)

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Offline zuriel

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Re: Help with a synthetic problem
« Reply #15 on: November 23, 2012, 04:48:33 AM »
That would be great, zhangcarlin. Thanks.

I have the mechanism fairly well set at this stage myself too.

I'm still confused about the stereochemistry though. Is there anyway the stereochemistry might flip from the (R) form to the (S) form in structure A during the nucleophilic attack on the following structure:


Offline discodermolide

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Re: Help with a synthetic problem
« Reply #16 on: November 23, 2012, 04:51:59 AM »
The stereochemistry of the hydroxymethyl pyrrolidine is retained.
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Offline zuriel

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Re: Help with a synthetic problem
« Reply #17 on: November 23, 2012, 01:46:01 PM »
Thanks to everyone for discussing this synthesis with me. Huge thanks to you, discodermolide - your knowledge knows no bounds!!!  :)

If anyone would like me to post the synthetic route to AVANFIL (for interest's sake) which I managed to pull together, please let me know and I will do that.

Offline zhangcarlin

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Re: Help with a synthetic problem
« Reply #18 on: November 24, 2012, 08:48:46 PM »
Sorry guys, I am at home and I do not have access to Reaxys now. So I must draw the route by myself.

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