P r e p a r a t i o n o f a 2 ¢ -O -A c e t y l -1 ¢ -O -( 4 -m e t h o x y b e n z y l ) -L -b i o p t e r i n D e r i v a t i v e Abstract: L-Rhamnose was converted, over a 13-step-sequence, into 2¢-O-acetyl-N 2 -(N,N-dimethylaminomethylene)-1¢-O-(4-methoxybenzyl)-3-[2-(4-nitrophenyl)ethyl]-L-biopterin, an appropriately protected precursor of 1¢-O-and 2¢-O-monoglycosyl-L-biopterin.Thus, the first selective synthesis of these L-biopterin glycosides was accomplished by treatment of the precursor with either DDQ or sodium methoxide, then with tetra-O-benzoyl-a-D-glucopyranosyl bromide in the presence of silver triflate and tetramethylurea, followed by removal of the remaining protecting groups.
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