Improved synthesis of oligodeoxyribonucleotide using 3-methoxy-4-phenoxybenzoyl group for amino protection

Mishra, Rakesh K. ; Misra, K. (1986) Improved synthesis of oligodeoxyribonucleotide using 3-methoxy-4-phenoxybenzoyl group for amino protection Nucleic Acids Research, 14 (15). pp. 6197-6213. ISSN 0305-1048

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Official URL: http://nar.oxfordjournals.org/content/14/15/6197.a...

Related URL: http://dx.doi.org/10.1093/nar/14.15.6197

Abstract

3-Methoxy-4-phenoxybenzoyl group has been used for the protection of exocyclic amino group of nucleosides. In case of 2′- deoxycytidine it has been found to be highly selective under controlled conditions. The N-protected derivatives of 2′-deoxyadenosine and 2′-deoxyguanosine have been found to be sufficiently stable towards acids minimising depurination under conditions of synthesis of oligodeoxyribonucleotide on solid support via phosphotriester approach. The high lipophilicity of the group and milder deprotection conditions are additional advantages.

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