[nintwjf]

Who can tell me how to synthesize this compound?

[KritikalMass]

Sythesize it from what? What are your starting restrictions?

[jinclean]

I think you can use some disubstituted epoxide to synthesis this compound。Under the basic conditions。

[nintwjf]

First, I want to synthesize this molecule using a pinacol as raw material shown in the figure.
Second, it may be synthesized by epoxide,but I don't know how to control the degree of polymerization.THank u very much!

[KritikalMass]

You prob won't get much help unless Artic_Nation or one of the other Ochem Gods comes through. And they prob won't help you since you didn't show what you thought or think might happen. If you would or are able to provide some more information as to what you think might happen you are more likely to get some sort of meaningful answer or some guiding questions.

If you are just looking for an answer then I wasted 10 minutes of my life replying to your question since I am a slow typer.

Can someone please de-snack me for this response? Thank you.

[nj_bartel]

You could probably roughly control extent of polymerization through concentration of reagents and base, but you'd still end up with a pretty vast mixture.

[alphahydroxy]

OK, it's probably best you give us the actual question, exactly as it was presented to you.

Then, you can give us your thoughts on the matter - what are your ideas for the synthesis? What are the limitations / problems with these ideas?

Polymerisation, as has been mentioned, will likely lead to a mixture of molecular weights - control is possible but probably not to level of obtaining exactly 5 units. Perhaps you could use GPC or similar to isolate the desired product...

Use of protecting groups may also allow sequential extension of the molecule, unit by unit - prob quite tedious and tricky though...

I guess one could use tethered solid-phase chemistry in order to piece the molecule together one unit at a time.


Dunno...

[nj_bartel]

Tethering would be the best option, if it IS an option, but I'm not sure how it would work.  I'm not sure you can with epoxides.  Maybe running repeated SN2 reaction on a tethered substrate would work.

[cundi]

I don't agree with those that are thinking in polimerization process.
I think it is a sequential oxirame opening. Please show the attached pdf.

[Arctic-Nation]

The problem with such an approach, cundi, is that polymerization will occur no matter how you control your reaction. Any opened oxirane results in an alkoxide with nucleophilic properties similar to those of the starting pinacolate.

I'm sorry, but I can't think of an obvious answer to this question.