54618-06-3Relevant articles and documents
Compositions and Methods for Reverse Automated Nucleic Acid Synthesis
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Paragraph 0102-0103, (2019/10/29)
Methods for reverse automated nucleic acid synthesis, and 5′-H-phosphonates suitable for use in the same, as well as methods for making 5′-H-phosphonates, are described.
Selective deacylation of peracylated ribonucleosides
Rigoli, Jared W.,?stergaard, Michael E.,Canady, Kirsten M.,Guenther, Dale C.,Hrdlicka, Patrick J.
supporting information; experimental part, p. 1751 - 1753 (2009/07/05)
A protocol for chemoselective deprotection of N,O-acylated ribonucleosides has been developed. Peracylated pyrimidine ribonucleosides subjected to guanidinium nitrate and NaOMe in MeOH/CH2Cl2 at 0 °C undergo high yielding O-deacylation, while even more pronounced chemoselectivity is observed with peracylated purine ribonucleosides as O5′-acyl groups are preserved. Nucleobase-protecting groups (ABz, CBz, GiBu, and UBz) are stable to these conditions, rendering this reagent mixture as a valuable addition to the collection of protecting group protocols in nucleoside chemistry.
PARTIAL PROTECTION OF CARBOHYDRATE DERIVATIVES. PART 18. SIMPLE, PREPARATIVE PROCEDURE FOR 5'-O-ACYLRIBONUCLEOSIDES; HIGHLY REGIOSELECTIVE O-DEACyLATION AT 2' AND 3' POSITIONS OF FULLY ACYLATED PURINE AND PYRIMIDINE RIBONUCLEOSIDE THROUGH SODIUM METHOXYDE-THF SYSTEM
Nishino, Shigeyoshi,Rahman, MD. Azizur,Takamura, Hatsuko,Ishido, Yoshiharu
, p. 5503 - 5506 (2007/10/02)
A treatment of fully acylated purine and pyrimidine ribonucleosides with a small excess amount of sodium methoxide in THF at room temperature gave the corresponding 5'-acylates in excellent yields; N-acyl groups on the nucleic acid base moieties of adenosine and cytidine in addition to guanosine derivatives satisfactorily survived under the conditions used.
