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A 1% cross-linke
d divinylbenzene-polystyrene copolymer, containing cyanoethoxy
N,
N-
diisopropylamine phosphine was prepare
d as aphosphitylating agent. The polymer-boun
d phosphitylate
d precursor was subjecte
d to reaction with alcohols in the presence of 1
H-tetrazoleto pro
duce the correspon
ding polymer-boun
d phosphite triesters. These were then oxi
dize
d with
tert-butyl hy
droperoxi
de to give the polymer-boun
d monophosphate triesters. Removal of cyanoethoxy on the resin with 1,8-
diazabicyclo[5.4.0]un
dec-7-ene (DBU) followe
d by basic cleavageof the
p-hy
droxybenzyl linker pro
ducts yiel
de
d monophosphate
derivatives.