[myii]

Hi

Does anyone know where I can find the hydrolysis of isopropenyl αlpha-D- glucopyranosides?

Really struggling to find the mechanism for it

Thanks

[Babcock_Hall]

Have you tried SciFinder?  Another way to approach this question is to think about the synthesis and apply the concept of microscopic reversibility.

[rolnor]

I am not sure about this structure, where is the isoprenyl attached?

[myii]

Have you tried SciFinder?  Another way to approach this question is to think about the synthesis and apply the concept of microscopic reversibility.

How can I find the mechanism on scifinder?

[Babcock_Hall]

I am not sure about this structure, where is the isoprenyl attached?

The OR group is on carbon-1.  In the Haworth representation of α-D-glucose and its glucosides, the OR group is on the opposite side of the ring, relative to the CH₂OH group on carbon-5.  In the β-diastereomer, they are on the same side of the ring.  I think that it is the isopropenyl group, not the isoprenyl group, but Spell Checkers are like Forest Gump's box of chocolates; you never know what you are going to get.

[OrganicH2O]

The mechanism is going to depend slightly on the conditions. Is it a simple acid catalyzed hydrolysis? If yes, first you need to identify the functional group being hydrolyzed. Then, google or look up in a textbook the mechanism for that type of hydrolysis. A scifinder search might be unnecessary, and it might be hard to find such a basic mechanism in the literature when it is freely available in hundreds of textbooks.

[Babcock_Hall]

Have you tried SciFinder?  Another way to approach this question is to think about the synthesis and apply the concept of microscopic reversibility.

How can I find the mechanism on scifinder?

Rather than using SciFinder, it will be easier to look it up in your textbook.  Glycosides are a subclass of what class of molecules.  In other words what functional group is present at C-1?