M. Rathore et al., A NEW METHOD FOR SYNTHESIS OF 4,4'-DIMETHOXYTRITYL CHLORIDE, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 34(7), 1995, pp. 634-635
The selection of appropriate protecting groups forms an essential part
of oligonucleotide synthesis. 4,4'-Dimethoxytrityl group (DMT-), orig
inally developed by Khorana et al.(1), is still the most frequently us
ed acid labile protecting group for selective blocking of 5'-hydroxyl
function of the sugar moiety in the nucleosides or nucleotides. The co
nventional method of synthesis of 4,4'-dimethoxytrityl chloride (DMTCl
, 7), involves the reaction of ethyl benzoate with anisyl magnesium br
omide in dry benzene to give the crude product, di-p-anisylphenyl carb
inol as a reddish oil which is subsequently converted into DMTCl on re
fluxing with acetyl chloride.