Abstract: The compound S-(2,4-dichlorobenzyl)-.beta.-cyanoethyl phosphorothioate diester is disclosed as useful in the synthesis of phosphorothioate oligonucleotides. In certain embodiments of the invention, this reagent is used to prepare 3'-S-(alkaryl) phosphorothioates. The .beta.-cyanoethyl blocking group can be removed and the resulting diester reacted with a nucleotide having a free 5'-hydroxyl group to yield compounds of the structure: ##STR1## where X is H, a first blocking group, a nucleoside, a nucleotide or an oligonucleotide; Y is H, a second blocking group, a nucleotide or an oligonucleotide; R is an alkaryl or aryl group; n is an integer greater than 0; and Bx is a heterocyclic base. Deblocking of the S-alkaryl or S-aryl moiety yields a phosphorothioate oligonucleotide.
Abstract: The invention relates to sisomicin derivatives defined below in Formula (I) and a process for the preparation of said derivatives. Also included in the invention are compositions containing said derivatives and methods for using said derivatives and compositions.
June 20, 1980
Date of Patent:
June 15, 1982
Eckart Voss, Karl G. Metzger, Hans-Joachim Zeiler, Uwe Petersen, Peter Stadler