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Synthesis of Methoxyethyl Nucleoside Dimer Phosphoramidites
Author(s) -
Yu Gi Weon,
Kang Yong Han
Publication year - 2016
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.10749
Subject(s) - nucleoside , dimer , oligomer , oligonucleotide , chemistry , combinatorial chemistry , solid phase synthesis , stereochemistry , organic chemistry , biochemistry , gene , peptide
Four types of methoxyethyl ( MOE ) nucleoside phosphoramidites, which are categorized as second‐generation building blocks of antisense oligonucleotide drugs, were synthesized. Also, three types of MOE nucleoside dimer phosphoramidites were synthesized to increase the efficiency and oligomer purity in solid phase synthesis. The block‐like dimer phosphoramidites can prevent or minimize the formation of the (N‐1) mer impurity, thereby affording the fabrication of pure oligonucleotides and reducing the synthesis time by performing coupling reactions in the order of 2 + 2 + 2.