Synthesis of all four nucleoside-based β-amino acids as protected precursors for the synthesis of polyamide-DNA with alternating α-amino acid and nucleoside-β-amino acids
A simple approach is described for the synthesis of all four orthogonally protected nucleoside-β-amino acids from commercially available starting materials. Synthesis of a model tetrameric DNA sequence in 5′-3'direction employing trityl strategy and glycine as α-amino acid alternating with nucleoside-β amino acids is described.
Bagmare, Seema,Varada, Manojkumar,Banerjee, Anjan,Kumar, Vaijayanti A.
p. 1210 - 1216
(2013/02/23)
Synthesis of protected 3'-amino nucleoside monomers
Orthogonally protected 3′-amino nucleoside monomers and efficient methods for their synthesis are described. The methods employ selective protection of the 3′-amino group in the presence of the unprotected nucleoside base.
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Page/Page column 6-7; sheet 1
(2008/06/13)
A new approach to oligonucleotide N3′ → P5′ phosphoramidate building blocks
A new synthetic approach to 5′-phosphoramidites of 3′-aminonucleosides was developed. The methodology relies upon the use of 3′-amino-2′,3′-dideoxynucleosides as the key starting materials. The final products were obtained in high yields via 2-3-step processes using selective introduction of orthogonal protective groups to the 3′-aminonucleoside sugar and base moieties.
Zielinska, Daria,Pongracz, Krisztina,Gryaznov, Sergei M.
p. 4495 - 4499
(2007/10/03)
A new approach to oligonucleotide N3′-→P5′ phosphoramidate building blocks
A new synthetic approach to 5′-phosphoramidites of 3′-aminonucleosides was developed. The methodology relies upon the use of 3′-amino-2′,3′-dideoxy nucleosides as the key starting materials. The final phosphoramidite products were obtained with high yields via 2-3-step efficient chemical transformations using selective introduction of orthogonal protective groups to the 3′-aminonucleoside sugar and base moieties. Copyright Taylor & Francis, Inc.
Zielinska, Daria,Pongracz, Krisztina,Gryaznov, Sergei
p. 1063 - 1067
(2007/10/03)
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