195375-63-4

Upstream product

• 195375-62-3 N-{9-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 
• 899435-22-4 3'-tritylamino-2',3'-dideoxyadenosine 
• 98-88-4 benzoyl chloride 
• 125944-11-8 9-(3'-amino-2',3'-dideoxy-β-D-ribofuranosyl)adenine 
• 76-83-5 trityl chloride 
• 116597-14-9 N⁶-benzoyl-9-(3-O-benzoyl-2-deoxy-β-D-threo-pentofuranosyl)adenine 
• 195375-59-8 6-N-benzoyl-5'-O-(tert-butyldimethylsilyl)-2'-deoxy-3'-xylo-adenosine 
• 195375-61-2 3'-amino-6-N-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxyadenosine 
• 195375-60-1 3'-azido-6-N-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxyadenosine 
• 195375-58-7 Benzoic acid (2R,3R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 
• 1417713-27-9 C₃₅H₄₂N₆O₂Si 

Downstream Products

• 1417713-29-1 (1'R, 3'S, 4'S)-2',3'-dideoxy-3'-tritylamino-N⁶-benzoyl-adenin-4'-carboxylic acid 
• 195375-61-2 3'-amino-6-N-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxyadenosine 
• 195375-62-3 N-{9-[(2R,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 

Relevant academic research and scientific papers

Synthesis of all four nucleoside-based β-amino acids as protected precursors for the synthesis of polyamide-DNA with alternating α-amino acid and nucleoside-β-amino acids

A simple approach is described for the synthesis of all four orthogonally protected nucleoside-β-amino acids from commercially available starting materials. Synthesis of a model tetrameric DNA sequence in 5′-3'direction employing trityl strategy and glycine as α-amino acid alternating with nucleoside-β amino acids is described.

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.

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′-dideoxy nucleosides as the key starting materials. The final phosphoramidite products were obtained with high yields via 2-3-step efficient chemical transformations using selective introduction of orthogonal protective groups to the 3′-aminonucleoside sugar and base moieties. Copyright Taylor & Francis, Inc.

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.