3494-35-7Relevant academic research and scientific papers
Synthesis of Oligoribonucleotides by Using 2'-O-(1-Methyl-1-methoxy)ethyl Nucleosides
Takaku, Hiroshi,Imai, Kazuaki,Nakayama, Koukichi
, p. 1787 - 1790 (2007/10/02)
3',5'-O-Tetraisopropyldisiloxanylnucleosides smoothly react with 2-methoxypropene to give 2'-O-(1-methyl-1-methoxy)ethyl nucleosides in high yields without formation of diastereoisomers.These nucleosides were used as intermediates for oligonucleotide synthesis by the phosphotriester method.The (1-methyl-1-methoxy)ethyl group was removed rapidly from oligonucleotides by acid treatment.
USE OF THE (BUTYLTHIO)CARBONYL GROUP TO PROTECT URACIL AND GUANINE RESIDUES IN OLIGORIBONUCLEOTIDE SYNTHESIS
Fujii, Masayo,Horinouchi, Yuzoh,Takaku, Hiroshi
, p. 3066 - 3069 (2007/10/02)
We describe the protection of the O6-amide group of guanosine and the N3-imide group of uridine with the (butylthio)carbonyl group.This group is introduced in good yields and is cleaved under mild conditions.KEYWORDS--uracil residue protection; guanine residue protection; (butylthio)carbonyl group; oligoribonucleotide; phosphorylation; coupling reaction
USE OF 3,4-DIMETHOXYBENZYL GROUP AS A PROTECTING GROUP FOR THE 2'-HYDROXYL GROUP IN THE SYNTHESIS OF OLIGORIBONUCLEOTIDES
Takaku, Hiroshi,Ito, Tsunehiko,Imai, Kazuaki
, p. 1005 - 1008 (2007/10/02)
The 3,4-dimethoxybenzyl group was introduced to the 2'-hydroxyl group by the reaction of nucleosides with 3,4-dimethoxybenzyl trichloroacetimidate or 3,4-dimethoxybenzyl bromide-NaH.Further, this group can be used as a protecting group for the O6-amide group of the guanine residue.The protected nucleosides are useful starting materials for the synthesis of oligoribonucleotides.The 3,4-dimethoxybenzyl group was removed rapidly from the oligoribonucleotides by treatment with oxidizing agents without any damage to the glycosidic bonds.
