289712-59-0Relevant academic research and scientific papers
2-(Azidomethyl)benzoyl as a new protecting group in nucleosides
Wada, Takeshi,Ohkubo, Akihiro,Mochizuki, Akira,Sekine, Mitsuo
, p. 1069 - 1072 (2001)
A new protecting group, 2-(azidomethyl)benzoyl (AZMB), which can be easily removed by treatment with MePPh2 in dioxane-H2O or reduction with HCOONH4-Pd/C in dioxane-MeOH, was developed for protection of the hydroxy and amino functions of deoxyribonucleosides.
Improved synthesis of trinucleotide phosphoramidites and generation of randomized oligonucleotide libraries
Yagodkin, Andrey,Azhayev, Alex,Roivainen, Jarkko,Antopolsky, Maxim,Kayushin, Alexei,Korosteleva, Maria,Miroshnikov, Anatoly,Randolph, John,Mackie, Hugh
, p. 473 - 497 (2008/02/12)
A new method to produce a set of 20 high quality trinucleotide phosphoramidites on a 5-10 g scale each was developed. The procedure starts with condensation reactions of P-components with N-acyl nucleosides, bearing the 3′-hydroxyl function protected with 2-azidomethylbenzoyl, to give fully protected dinucleoside phosphates 13. Upon cleavage of dimethoxytrityl group from 13, dinucleoside phosphates 16 are initially transformed into trinucleoside diphosphates 19 and then the 2-azidomethylbenzoyl is selectively removed under neutral conditions to generate trinucleoside diphosphates 5 in excellent yield. Subsequent 3′-phosphitylation affords target trinucleotide phosphoramidites 7. When mutagenic oligonucleotides are synthesized employing mixtures of building blocks 7 as well as following the new synthetic protocol, representative oligonucleotide libraries are generated in good yields. Copyright Taylor & Francis Group, LLC.
