Organic Chemistry III

Professor Carl C. Wamser

Chem 336 - Spring Term

Quiz 28

1. (2 points each) Write complete structures, with stereochemistry, for the following:

a) adenosine-3'-monophosphate

b) 2'-deoxycytidine

c) GTP (guanosine-5'-triphosphate)

d) uridine-3',5'-diphosphate


2. (2 points) Write a base-catalyzed mechanism that would convert the standard structure of cytosine to an enol tautomer. Only one resonance form is required for the intermediate you propose.