195375-46-3

Upstream product

• 899435-27-9 3'-NH-trityl-2',3'-dideoxycytidine 
• 93-97-0 benzoic acid anhydride 
• 76-83-5 trityl chloride 
• 195375-44-1 1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one 
• 120625-01-6 1-((2R,4S,5S)-4-azido-5-((tert-butyldimethylsilyloxy)methyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 76223-04-6 1-((2R,4S,5R)-5-((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 951-78-0 2'-deoxyuridine 
• 84472-90-2 3'-amino-2',3'-dideoxycytidine 
• 195375-75-8 N-{1-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 
• 195375-45-2 3'-(Trityl)amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine 
• 195375-43-0 3'-(Trityl)amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxyuridine 
• 195375-42-9 5'-O-tert-butyldimethylsilyl-3'-amino-2',3'-dideoxyuridine 

Relevant academic research and scientific papers

A new approach to oligonucleotide N3′ → P5′ phosphoramidate building blocks

A new synthetic approach to 5′-phosphoramidites of 3′-aminonucleosides was developed. The methodology relies upon the use of 3′-amino-2′,3′-dideoxynucleosides as the key starting materials. The final products were obtained in high yields via 2-3-step processes using selective introduction of orthogonal protective groups to the 3′-aminonucleoside sugar and base moieties.

Synthesis of protected 3'-amino nucleoside monomers

Orthogonally protected 3′-amino nucleoside monomers and efficient methods for their synthesis are described. The methods employ selective protection of the 3′-amino group in the presence of the unprotected nucleoside base.

N3′→P5′ Oligodeoxyribonucleotide Phosphoramidates: A New Method of Synthesis Based on a Phosphoramidite Amine-Exchange Reaction

A new method for the synthesis of N3′→P5′ phosphoramidate oligodeoxynucleotides is demonstrated. Described herein is the synthesis of the monomers utilized in the phosphoramidite amine-exchange process and the experimental details pertaining to this new mode of chain assembly. The phosphoramidite amine-exchange method generates coupling yields in the 92-95% range per cycle and further enables the synthesis of chimeric phosphoramidate/phosphodiester or phosphoramidate/ phosphorothioate oligonucleotides with no instrument modifications.