ORGLIST: Monoacetylation of the N(2) amine group of guanosine

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From: Thanasis Gimisis (gimisis$##$area.bo.cnr.it)
Date: Wed Apr 26 2000 - 12:21:05 EDT

We have some trouble monoacetylating the N(2) amine group of
tri-TBDMS protected guanosine. It seems that in pyridine/acetic
anhydride/cat. DMAP, a di-acetylated product forms from the beginning
of the reaction that becomes the main product after prolonged
reaction. Could someone hint on how to avoid it or point out any
references where this problem is tackled. TIA
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