1430073-67-8Relevant articles and documents
Design and synthesis of LNA-based mercaptoacetamido-linked nucleoside dimers
Sharma, Vivek K.,Singh, Sunil K.,Bohra, Kapil,Chandra Shekhar Reddy,Khatri, Vinod,Olsen, Carl E.,Prasad, Ashok K.
, p. 256 - 272 (2013/06/05)
Three LNA-based mercaptoacetamido-linked nonionic nucleoside dimers T L-S-T, T-S-TL, and TL-S-TL have been synthesized by HOBT and HBTU catalyzed condensation of silyl-protected 2-S-(thymidin-5 ′-yl)mercaptoacetic acid or 2-S-(2 ′-O,4 ′-C-methylenethymidin-5 ′-yl)mercaptoacetic acid with 3 ′-amino-3 ′-deoxy-5 ′-O-DMT-2 ′-O,4 ′-C- methylenethymidine or with 3 ′-amino-3 ′-deoxy-5 ′-O-DMT-β-thymidine followed by desilylation of the protected dimers. The 3 ′-O-phosphoramidite derivative of one of the nucleoside dimers was successfully prepared by condensation with [P(-Cl)(-OCH2CH 2CN)-N(iPr)2}] in DCM in the presence of N,N-diisopropylethylamine (DIPEA), which is a building block for the preparation of mercaptoacetamido-linked oligonucleotides of therapeutic applications.