110522-74-2Relevant articles and documents
Polymer supported carbodiimide strategy for the synthesis of N-acylated derivatives of deoxy- and ribo purinenucleosides using active esters
Tripathi, Snehlata,Misra, Krishna,Sanghvi, Yogesh S.
, p. 5045 - 5048 (2005)
A cost-effective synthetic strategy has been used for the selective protection of the exocyclic amino function of purine nucleosides. Instead of using the common protecting groups in their chloride or anhydride forms, the less expensive and nontoxic acidic form was chosen. The acids were first activated to an active ester form using DCC and further successfully used for N-acylation of purine nucleosides. The contamination of the N-acylated product with DCU was inconvenient and was avoided by use of polymer supported- carbodiimide that has the additional advantage of reusability.
A simple method for N-acylation of adenosine and cytidine nucleosides using carboxylic acids activated in-situ with carbonyldiimidazole
Sinha,Sinha, Nanda D.,Davis,Davis, Peter,Schultze,Schultze, Lisa M.,Upadhya,Upadhya, Krishna
, p. 9277 - 9280 (2007/10/02)
Carboxylic acids are activated with 1,1'-carbonyldiimidazole in acetonitrile to form N-acylimidazoles which are then treated with per-trimethylsilyl ethers of nucleosides adenosine or cytidine at ambient temperature to generate exclusively N-acylated-Aden
FACILE REMOVAL OF NEW BASE PROTECTING GROUPS USEFUL IN OLIGONUCLEOTIDE SYNTHESIS
Schulhof, J. C.,Molko, D.,Teoule, R.
, p. 51 - 54 (2007/10/02)
New base protecting groups are proposed in place of benzoyl and isobutyryl groups.They are phenoxy acetyl for adenine and guanine and isobutyryl for cytosine.They are cleaved in aqueous ammonia in a shorter time at lower temperature.These easily removable groups are useful in the synthesis of modified oligonucleotides, containing fragile bases.
