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Synthesis of 3‐Adenyl‐ and 3‐Thyminylcyclobutane‐1,1‐dimethanols and Their Homo‐octameric Phosphodiesters
Author(s) -
Henlin JeanMichel,
Rink Hans,
Spieser Erich,
Baschang Gerhard
Publication year - 1992
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19920750216
Subject(s) - chemistry , nucleic acid , cyclobutane , stereochemistry , polystyrene , combinatorial chemistry , biochemistry , organic chemistry , polymer , ring (chemistry)
Starting from 3‐(benzyloxy)cyclobutane‐1,1‐dimethanol, 3‐thyminyl‐ and 3‐adenylcyclobutane‐1,1‐dimethanol were synthesized by direct introduction of the heterocycles ( Scheme 1 ). The mono‐ O ‐substituted methoxytrityl derivatives were separately converted to octameric phosphodiesters on an aminomethyl‐polystyrene carrier by the phosphotriester method. These oligomers of carba‐nucleosides were prepared in order to study their annealing behaviour towards ribo‐ and deoxyribo‐nucleic acids as well as their potential for homologous hybridization.