171503-92-7

Upstream product

• 171503-85-8 [(2R,3R,3aS,9aR)-2-(4-Hydroxy-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-acetic acid 
• 171503-86-9 2-[(2R,3R,3aS,9aR)-2-(4-Hydroxy-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-acetamide 
• 185141-83-7 1-[(2R,3R,3aS,9aR)-3-(2,3-Dihydroxy-propyl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-4-hydroxy-1H-pyrimidin-2-one 
• 152868-53-6 [(2R,3R,3aS,9aR)-2-(4-Hydroxy-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-acetaldehyde 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 171503-82-5 2-[(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-2-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetamide 
• 171503-85-8 2'-deoxy-2'-α-C-carboxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 152868-53-6 2'-Deoxy-2'-C-(formylmethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 171503-84-7 Uridine 2'-deoxy-2'-α-C,3'-O-γ-butyrolactone 
• 171503-86-9 2'-deoxy-2'-α-C-(amidomethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxy)uridine 
• 171503-94-9 5'-O-Dimethoxytrityluridine 2'-deoxy-2'-α-C,3'-O-γ-butyrolactone 
• 171503-82-5 2'-deoxy-2'-α-C-(amidomethyl)uridine 

Downstream Products

• 199480-62-1 C₄₈H₄₉N₆O₁₇P 
• 1053695-67-2 C₄₈H₅₁N₆O₁₇P 
• 185141-94-0 Diisopropyl-phosphoramidous acid (2R,3S,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-carbamoylmethyl-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester 
• 199480-60-9 C₄₈H₅₁N₆O₁₈P 
• 199480-62-1 C₄₈H₄₉N₆O₁₇P 
• 185141-94-0 2'-deoxy-2'-α-C-2'-(amidomethyl)-5'-O-(4,4'-dimethoxytrityl)uridine-[(2-cyanoethyl)-N,N-diisopropyl]phosphoramidite 

Relevant academic research and scientific papers

Syntheses of 2′-C-amidoalkyl and 2′-C-cyanoalkyl containing oligodeoxyribonucleotides and assessment of their hybridisation affinity for complementary DNA and RNA

Oligodeoxynucleotides containing 2′-C-branched nucleosides with an amide or nitrile appended to either a one or two carbon alkyl chain have been synthesised. The phosphoramidites of the 2′-C-modified nucleosides were prepared and incorporated into the oli

Synthesis, structure and reactions of uridine 2′-C,3′-O-γ-butyro-lactone: Versatile intermediate for the synthesis of 2′-C-branched nucleosides

Uridine 2′-C-3′-O-γ-butyrolactone 5a has been prepared by cyclisation of 2′-α-C-carboxymethyl-2′-deoxyuridine 8 in acetic acid-methanol. Detailed 1H NMR studies on compound 5a clearly demonstrate cis fusion between the γ-lactone and the sugar m

The synthesis of 2′-C-functionalised nucleosides for incorporation into catalytic RNA

Five 2′-C-functionalized nucleosides (1-5) have been prepared and incorporated into dinucleoside monophosphates. The effect of the functionality on the stability of the adjacent phosphodiester bond toward hydrolysis by nuclease enzymes and extremes of pH has been assessed. Copyright

Synthesis and properties of 2'-deoxy-2'-α-C-branched nucleosides and nucleotides

Four functionalized 2'-deoxy-2'-α-C-branched nucleosides, namely, 2'-deoxy-2)-α-C-(carboxymethyl)uridine, 2'-deoxy-2'-α-C-acetamidouridine, 2'-deoxy-2'-α-C-(hydroxyethyl)uridine, and 2'-deoxy-2'α-C-(2,3-dihydroxypropyl)uridine, have been prepared. Conversion of these nucleosides to their appropriately protected phosphoramidites, followed by tetrazole-induced reaction with 2',3'-di-O-acetyluridine, oxidation, and subsequent deprotection furnished the corresponding dinucleoside monophosphates. During the oxidation of the amide-derived phosphite, partial dehydration occurred to give a mixture of the amide- and nitrile-containing dimers. Interestingly, the ratio of amide to nitrile could be largely controlled by choice of oxidant. The hydroxyethyl- and dihydroxypropyl-modified dimers were particularly resistant to snake venom phosphodiesterase-catalyzed hydrolysis (relative half-lives of 129 and 120, respectively, in comparison to UpU). It is anticipated that these nucleoside analogues will ultimately be used in the construction of ribozymes containing enhanced functionality and nuclease resistance.

Synthesis of functionalised 2'-C-branched nucleosides via their γ-butyrolactones

Functionalised 2'-C-branched nucleosides that contain either a carboxylic acid (2), a primary amide (3) or a primary hydroxyl (4) group have been prepared and their protection for oligonucleotide synthesis investigated. The 2'-C-3'-O-γ-butyrolactone (5) w