Abstract
Alkylation of the thiols, p-thiocresol, 4-thiouridine, 4-thiouracil, 2-mercaptoinosine, cysteine, and glutathione with 2-picolyl chloride 1-oxide (15) afforded the corresponding 2-picolyl 1-oxide derivatives (6-14) in fair to good yields even in aqueous solution. Especially, this new thiol reagent was found to work well with 4-thiouridine and glutathione. 1-Oxido-2-picolylthio-derivative (8) was subjected to deblocking of the protecting group. Recovery of 2', 3'-O-isopropylidene 4-thiouridine (19) after deblocking was found to be quite satisfactory (79.2% yield).
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