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.
Type:
Grant
Filed:
June 20, 1980
Date of Patent:
June 15, 1982
Assignee:
Bayer Aktiengesellschaft
Inventors:
Eckart Voss, Karl G. Metzger, Hans-Joachim Zeiler, Uwe Petersen, Peter Stadler