A NEW METHOD FOR SYNTHESIS OF 4,4'-DIMETHOXYTRITYL CHLORIDE

Citation
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
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
03764699
Volume
34
Issue
7
Year of publication
1995
Pages
634 - 635
Database
ISI
SICI code
0376-4699(1995)34:7<634:ANMFSO>2.0.ZU;2-A
Abstract
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.