138494-32-3Relevant academic research and scientific papers
SOLID PHASE SYNTHESIS OF OLIGORIBONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH USING 2'-O-1-(2-CHLOROETHOXY)ETHYL PROTECTION
Sakatsume, Osamu,Yamaguchi, Tohru,Ishikawa, Masahide,Hirao, Ichiro,Miura, Kin-ichiro,Takaku, Hiroshi
, p. 8717 - 8728 (2007/10/02)
The new type protecting group, 1-(2-chloroethoxy)ethyl (Cee) group has been employed for the protection of the 2'-OH groups of ribonucleoside residues in the synthesis of oligoribonucleotides by the phosphoramidite approach on a solid support, using the acid-labile 5'-O-dimethoxytrityl (DMTr) group.This group is completely stable under the acidic conditions required to remove the 5'-terminal protecting groups in oligonucleotide synthesis on a solid support, and yet is easily removable under mild condition of acidic hydrolysis (pH 2.0) for the final unblocking step.The Cee-protected ribonucleoside 3'-phosphoramidite units were evaluated in the synthesis of a series of oligoribonucleotides consisting of the homopolymers of cytidine, the box 9R and 9R' sequences of Tetrahymena rRNA, and a leader sequence of phage Qβ-A protein mRNA.A full data for the deprotection and purification of synthetic oligoribonucleotides are also described.
1-(2-CHLOROETHOXYETHYL GROUP FOR THE PROTECTION OF 2'-HYDROXYL GROUP IN THE SYNTHESIS OF OLIGORIBONUCLEOTIDES
Yamakage, Shun-ichi,Sakatsume, Osamu,Furuyama, Eiichi,Takaku, Hiroshi
, p. 6361 - 6364 (2007/10/02)
The 1-(2-chloroethoxy)ethyl (Cee) group is completely stable under the acidic condition required to remove the 5'-protecting groups in oligonucleotide synthesis, but can be cleaved under the similar conditions to that of the tetrahydropyranyl (Thp) in the
