I need help with the infrared and H-NMR of Doxycycline

[Ochem]

Hi friends,

 

I need help with the drawing of the Infrared and H-NMR of Doxycycline, the teacher have not give us the material to do the infrared and the H-NMR is for that reason that i dont have any idea. In the internet seach i dont have found anything.

 

Your help my friends can help me to pass the class or not, this homework is the pass for me to Organich Chemistry 2

 

Help me!!! with the Infrared and H-NMR of Doxycyline pleasee!!

[hypervalent_iodine]

Am I to understand that your task is to draw the spectra and not interpret spectra that you are given? That seems awfully difficult for an undergrad assignment given the complexity of doxycycline.

 

I've also moved this to the Homework Help section.

[Ochem]

Yes is very hard, i need to draw the spectra of the Infrared and the H-NMR.

 

I find that infrared, someone can say me if this image of the infrared is related to Doxycyline:

 

http://prntscr.com/jtc0f

[hypervalent_iodine]

Yes, that looks about right. The IR shouldn't be too difficult. You just need to look at what functional groups you have and see how they would appear on an IR spectra. The NMR is rather a bit more difficult due to the size of the compound, but if you go and have a look at some NMR correlation tables, you should be able to assign where each proton will appear and then from there you would simply look at what kind of multiplicity each one has.

[Ochem]

The stereocenters that i mark with the red arrow are correct:

 

http://prntscr.com/jtrxq

 

Someone can help to identify what are R and what are S.

 

I found that in wikipedia: (4S,4aR,5S,5aR,6R,12aS) but i dont know where they are, if someone cand get the image in paint and circulate them i will aprecciate.

Edited November 16, 2012 by Ochem

[hypervalent_iodine]

Yes, they are your stereocentres. Do you know how to work out if something is R or S? You might want to look at the wiki page on it if not and then come back with what you've got.