155834-52-9

Upstream product

• 17327-22-9 4-methoxy-2,6-dihydropyran 
• 155834-43-8 N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine 
• 88121-72-6 N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>cytidine 
• 155834-46-1 N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)cytidine 

Downstream Products

• 195881-22-2 5'-O-[(2-cyano-1-pheylethoxy)carbonyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine 
• 195881-31-3 5'-O-[(2-cyano-1-pheylethoxy)carbonyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine 3'-(hydrogen butanedioate) 
• 195881-48-2 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite 
• 1293390-68-7 N₄-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine 5'-[2-(2-nitrophenyl)propyl carbonate] 
• 1293390-75-6 N₄-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) 5'-[2-(2-nitrophenyl)propyl carbonate] 
• 155865-72-8 5'-O-(2-dansylethoxycarbonyl)-N⁴-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)cytidine 

Relevant academic research and scientific papers

Nucleotides part LXXIX1: New building blocks for photolithographic syntheses of oligoribonucleotides

Two series of new ribonucleoside 3′-phosphoramidites (see 36-42) carrying the photolabile [2-(2-nitrophenyl)propoxy]carbonyl group at the 5′-O-position were synthesized and characterized as monomeric building blocks for photolithographic syntheses of RNA

Nucleotides. Part LXXIII: Oligoribonucleotide synthesis with the (2-cyano-1-phenylethoxy)carbonyl (2c1peoc) group for the 5′-hydroxy protection

The (2-cyano-1-phenylethoxy)carbonyl (2c1peoc) group was developed as a new base-labile protecting group for the 5′-OH function in solid-phase synthesis of oligoribonucleotides via the phosphoramidite approach. The half-lives of its β-elimination process by 0.1M DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) were determined to be 7-14s by HPLC investigations. The 2′-OH function was protected with the acid-labile tetrahydro-4-methoxy-2H-pyran-4-yl (thmp) group, while the 2-(4-nitrophenyl)ethyl (npe) and 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) groups were used for the protection of the base and phosphate moieties. The syntheses of the monomeric building blocks, both phosphoramidites and nucleoside-functionalized supports, as well as the build-up of oligoribonucleotides by means of this approach are described.

Nucleotides. Part XLII. The 2-dansylethoxycarbonyl (=2-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl]}ethoxycarbonyl; Dnseoc) group for protection of the 5'-hydroxy function in oligoribonucleotide synthesis

The 2-dansylethoxycarbonyl (Dnseoc) group was employed for protection of the 5'-hydroxy function in oligoribonucleotide synthesis by the phosphoramidite approach using the acid-labile tetrahydro-4-methoxy-2H-pyran-4-yl (Thmp) group for 2'-protection. The