321882-29-5

Basic information

• Product Name: 3'-amino-3'-deoxy-5'-O-DMT-2'-O-4'-C-methylenethymidine
• Synonyms: 3'-amino-3'-deoxy-5'-O-DMT-2'-O-4'-C-methylenethymidine
• CAS NO: 321882-29-5
• Molecular Weight: 571.63
• Mol File: 321882-29-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3'-amino-3'-deoxy-5'-O-DMT-2'-O-4'-C-methylenethymidine(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-amino-3'-deoxy-5'-O-DMT-2'-O-4'-C-methylenethymidine(321882-29-5)
• EPA Substance Registry System: 3'-amino-3'-deoxy-5'-O-DMT-2'-O-4'-C-methylenethymidine(321882-29-5)

Safety Data

• Hazardous Substances Data: 321882-29-5(Hazardous Substances Data)

Upstream product

• 321882-28-4 3'-azido-3'-deoxy-5'-O-DMT-2'-O-4'-C-methylenethymidine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 247025-17-8 3′-azido-3′-deoxy-2′-O,4′-C-methylene-5-methyluridine 
• 65-71-4 thymin 
• 1430073-59-8 2'-O-acetyl-3'-azido-3'-deoxy-5'-O-methanesulfonyl-4'-C-methanesulfonyloxymethyl-thymidine 
• 1430073-60-1 3'-azido-3'-deoxy-5'-O-methanesulfonyl-2'-O,4'-C-methylenethymidine 
• 1430073-61-2 3'-azido-5'-O-benzoyl-3'-deoxy-2'-O-4'-C-methylenethymidine 

Downstream Products

• 1430073-70-3 1-(3'-deoxy-5'-O-DMT-2'-O,4'-C-methylenethymidin-3'-yl)-4-(5-deoxy-β-thymidin-5-yl)mercaptoacetamide 
• 1430073-73-6 1-(3'-deoxy-5'-O-DMT-2'-O,4'-C-methylenethymidin-3'-yl)-4-(3-O-β-cyanoethyl-N,N-diisopropylphosphoramidite-5-deoxy-β-thymidin-5-yl)mercaptoacetamide 
• 1430073-69-0 1-(3'-deoxy-5'-O-DMT-2'-O,4'-C-methylenethymidin-3'-yl)-4-(5-deoxy-3-O-tert-butyldiphenylsilyl-2-O,4-C-methylene-thymidin-5-yl)mercaptoacetamide 
• 1430073-72-5 1-(3'-deoxy-5'-O-DMT-2'-O,4'-C-methylenethymidin-3'-yl)-4-(5-deoxy-2-O,4-C-methylenethymidin-5-yl)mercaptoacetamide 
• 1430073-67-8 1-(3'-deoxy-5'-O-DMT-2'-O,4'-C-methylenethymidin-3'-yl)-4-(5-deoxy-3-O-tert-butyldiphenylsilyl-β-thymidin-5-yl)mercaptoacetamide 
• 391259-84-0 C₄₃H₄₈N₅O₁₄P 
• 391259-82-8 C₄₉H₆₂N₅O₁₄PSi 

Relevant articles and documents

Design and synthesis of LNA-based mercaptoacetamido-linked nucleoside dimers

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.

3′-amino-2′,4′-BNA: Novel bridged nucleic acids having an N3′→P5′ phosphoramidate linkage

Novel oligonucleotide analogues, containing a 3′-amino-2′,4′-BNA unit, were successfully synthesized, and they showed superior duplex and triplex forming ability as well as BNA itself, along with remarkable enzymatic stability.