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Topic: Retrosynthesis of STEPHANINE  (Read 3284 times)

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Offline marmar

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Retrosynthesis of STEPHANINE
« on: May 27, 2015, 05:57:37 AM »
Hi everyone,

I would really kindly ask you if anyone know the path of retrosynthesis and synthesis of STEPHANINE (including all reagents).

Thank you very much!

Offline Borek

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Re: Retrosynthesis of STEPHANINE
« Reply #1 on: May 27, 2015, 06:12:33 AM »
Please read the forum rules.

You have to show your attempts at solving the question to receive help. This is a forum policy.
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Offline marmar

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Re: Retrosynthesis of STEPHANINE
« Reply #2 on: May 27, 2015, 09:49:09 AM »
Thank you for your warning and apologise I did not take into account Forum rules.

I attach some of my attempts but I am missing the reagents and some additional steps. First picture is retrosynthesis and the second is synthesis of stephanine...

Offline marmar

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Re: Retrosynthesis of STEPHANINE
« Reply #3 on: May 28, 2015, 08:15:36 AM »
No idea??  ??? ???

Offline discodermolide

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Re: Retrosynthesis of STEPHANINE
« Reply #4 on: May 28, 2015, 08:20:21 AM »
Lots of ideas, what about sowing us some of yours to get started?
Try reagents.
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Offline marmar

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Re: Retrosynthesis of STEPHANINE
« Reply #5 on: May 28, 2015, 08:39:30 AM »
I made some additions, can you please check it...

Offline discodermolide

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Re: Retrosynthesis of STEPHANINE
« Reply #6 on: May 28, 2015, 12:24:10 PM »
So which book did these pictures come from?
If you are asking for reagents, they are already in the picture you posted last. Do you have any alternatives to those? Is there anything in the book?
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Offline marmar

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Re: Retrosynthesis of STEPHANINE
« Reply #7 on: May 28, 2015, 12:26:42 PM »
There is almost no literature about this.
This pictures are from my PowerPoint presentation that I present tomorrow. That's the reason I need any confirmation my mechanism is correct.

Offline sjb

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Re: Retrosynthesis of STEPHANINE
« Reply #8 on: May 28, 2015, 12:51:08 PM »
Compare and contrast e.g. http://dx.doi.org/10.1039/JR9580001876 or similar. What advantages do both have?

One of the things about retrosynthesis is that right and wrong is rarely black and white.

Offline marmar

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Re: Retrosynthesis of STEPHANINE
« Reply #9 on: May 28, 2015, 01:37:29 PM »
Unfortunately I have no access to this article.

Offline discodermolide

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Re: Retrosynthesis of STEPHANINE
« Reply #10 on: May 28, 2015, 02:09:38 PM »
Check out some standard literature on alkaloid synthesis. Try a google search.
Pictet-Spengler reaction etc.
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