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Topic: IUPAC Name for Hexacyclus  (Read 2428 times)

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Offline shae

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IUPAC Name for Hexacyclus
« on: January 22, 2015, 05:56:16 PM »
Hello together,

may you can help me to find a IUPAC name for this guy here?

It's importent for my thesis.

Thank you very much

The Start should may be 1-phenyl-1,2,3,3a-tetrahydrobenzo[d]pyrrolo[2,1-b]oxazole for the first three rings. But how to connect the next ring in that name?

Or is the benzoxazole-ring should be prior instead of the most prior single ring - oxazole?

-shae

PS: stereochemistry does not matter, its racemic
« Last Edit: January 22, 2015, 06:13:13 PM by shae »

Offline Dan

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Re: IUPAC Name for Hexacyclus
« Reply #1 on: January 23, 2015, 09:22:20 AM »
PS: stereochemistry does not matter, its racemic

Relative stereochemistry does matter, even if it is racemic. I think* this compound can exist as 10 possible stereoisomers - 4 enantiomeric pairs and two meso compounds.

Saying it is racemic is not enough, you have to indicate which pair of enantiomers it is.


*A cursory "back of the envelope" analysis, the numbers here may not be correct but my point that stereochemistry matters is still relevant.
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Offline shae

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Re: IUPAC Name for Hexacyclus
« Reply #2 on: January 28, 2015, 04:32:20 AM »
1H-NMR says its one diastereomer. X-ray diffraction gave me a C2-symmetrical structure.

I will just call it Hexacyclus.

But thanks for thinking of an solution.

Greetz
-shae 

Offline Dan

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Re: IUPAC Name for Hexacyclus
« Reply #3 on: January 28, 2015, 05:18:22 AM »
I will just call it Hexacyclus.

Well if you're going to disregard all conventions of chemical nomenclature, at least call it something amusing. How about Jesus?
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Offline shae

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Re: IUPAC Name for Hexacyclus
« Reply #4 on: February 02, 2015, 05:29:05 PM »
I am still about a conventional nomenclature. First question ist still: What is the parent ring? oxazole or benzoxazole. And how to deal with the situation that there two equals of them.

Offline orgopete

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Re: IUPAC Name for Hexacyclus
« Reply #5 on: February 06, 2015, 03:50:18 PM »
I am rather more blasé about nomenclature. In a journal, it could have a name like Structure 28.

With the structure, you could use any number of ways of naming it. If you want to use a semi-systematic name (1-chloro-2-methyl-chickenwire), then the central joined heterocycles are probably named something like 2,2'-bibenzoxazoline. I'm not advocating this name, simply naming the parent ring(s).
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