119451-90-0Relevant academic research and scientific papers
Synthesis and properties of 2′- O,4′- C -ethyleneoxy bridged 5-methyluridine
Hari, Yoshiyuki,Morikawa, Tomohiko,Osawa, Takashi,Obika, Satoshi
, p. 3702 - 3705 (2013/08/23)
2′-O,4′-C-Ethyleneoxy bridged 5-methyluridine (EoNA-T), possessing a seven-membered linkage and an anomeric 4′-carbon, was synthesized and introduced into oligonucleotides by using an automated DNA synthesizer. The EoNA-modified oligonucleotides significantly stabilized the duplexes with single-stranded RNA and triplexes with double-stranded DNA relative to the natural oligonucleotide and oligonucleotides modified by another seven-membered bridged 5-methyluridine, 2′,4′-BNACOC-T. In addition, EoNA-T showed excellent nuclease resistance.
Influence of the N3-protection group on N1- vs. O2-alkylation in the Mitsunobu reaction
Ludek, Olaf R.,Meier, Chris
, p. 941 - 946 (2007/10/03)
The influence of the N3-protection group of thymine on the regioselectivity of the N1- vs. O2-alkylation under Mitsunobu conditions is described. A series of N3-protected thymine derivatives 8a-f was prepared and coupled to cyclopentanol as mod
Substituted N-ethylglycine derivatives for preparing PNA and PNA/DNA hybrids
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, (2008/06/13)
There are described N-ethylglycine derivatives of the formula I in which PG is a urethane-type or trityl-type amino protective group which is labile to weak acids, X is NH, O or S, Y is CH2, NH or O, and B' are bases customary in nucleotide chemistry, the exocyclic amino or hydroxyl groups of which being protected by suitable, known protective groups, or are base substitute compounds, and their salts with tert-organic bases, as well as a process for their preparation. The N-ethylglycine derivatives of the formula I are used in the preparation of PNA and PNA/DNA hybrids.
Synthesis of the optically active carbocyclic analogs of the four 2'- deoxyribonucleoslde monophosphates
Schmitt, Laurent,Caperelli, Carol A.
, p. 2165 - 2192 (2007/10/03)
The (+)-enantiomer of the carbocyclic analogs of the four 2'-deoxy- ribonucleoside monophosphate constituents of DNA, C-dAMP2 (1: A), C-dGMP (1: G), C-dCMP (1: C), and C-TMP (1: T) have been synthesized via the Mitsunobu coupling reaction. Two
(tert-Butyldimethylsilyloxy)methyl Chloride: Synthesis and Use as N-protecting Group in Pyrimidinones
Benneche, Tore,Gundersen, Lise-Lotte,Undheim, Kjell
, p. 384 - 389 (2007/10/02)
A new reagent, (tert-butyldimethylsilyloxy)methyl chloride (3) has been synthesized by sulfuryl chloride cleavage of (tert-butyldimethylsilyloxy)methyl ethyl sulfide (2).The latter was prepared from tert-butyldimethylsilyl chloride and ethylthiomethanol.The chloromethyl ether 3 has been used for the protection of the NH functionality in 5-halo-2(1H)-pyrimidinones and for the protection of the N-1 in N-3 alkylation of thymine.
