53337-87-4

Upstream product

• 603-35-0 triphenylphosphine 
• 58-96-8 uridine 

Downstream Products

• 53337-90-9 5'-bromo-5'-deoxy-N³-benzoyluridine 
• 5975-05-3 2',3'-O-Isopropyliden-isocytidin 
• 211676-86-7 1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-2-methoxy-1H-pyrimidin-4-one 
• 211676-88-9 5'-O-(4,4'-dimethoxytrityl)-O²-methyluridine 

Relevant academic research and scientific papers

Synthesis and Incorporation of k2U into RNA

Lysidine (k2C) is one of the most modified pyrimidine RNA bases. It is a cytidine nucleoside, in which the 2-oxo functionality of the heterocycle is replaced by the ?-amino group of the amino acid lysine. As such, lysidine is an amino acid-cont

CYCLIC DI-NUCLEOTIDE COMPOUNDS AS STING AGONISTS

A class of polycyclic compounds of general formula (I), wherein Base1, Base2, Y, Za, Xa, Xa1, Xb, Xb1, Xc, Xc1, Xd, Xd1, R1, R1a, R2, R2a, R3, R4, R4a, R5, R6, R6a, R7, R7a, R8, R8a, and R9 are defined herein, that may be useful as inductors of type I interferon production, specifically as STING active agents, are provided. Also provided are processes for the synthesis and use of compounds.

Incorporation of methylated pyrimidine analogues into RNA

Routes for the preparation of 2'-silyl protected phosphoramidites of the modified nucleosides O2-methyluridine and O4-methyluridine are described. Methodology for the site-specific incorporation of these phosphonamidetes into a 25 nucleotide long oligoribonucleotide sequence by solid-phase synthesis is reported.

Synthesis of Uridine Analogues to Probe the Functional Group Requirements of the Hairpin Ribozyme

O4-Methyluridine, O2-methyluridine and 4Huridine phosphoramidites were prepared with 2'-O-silyl protection.The methyl modified pyrimidines were synthesised from uridine via the triazolide (O4-methyl) or 2,5'-cyclo derivative (O2-methyl).An improved synthesis of protected 4-thiouridine was also performed.

Studies on Nucleosides and Nucleotides. VIII. Preparation and Reactions of Triphenylphosphoranediylnucleosides

The reaction of uridine, N4-benzoylcitidine, guanosine, and N6-p-toluoyladenosine with diethyl azodicarboxylate and triphenylphosphine resulted in the formation of the corresponding 2',3'-O-(triphenylphosphoranediyl)cyclonucleosides.On the other hand, adenosine afforded, under similar conditions, 3',5'-O-(triphenylphosphoranediyl)adenosine (19).The difference can be explained in terms of the acidity of base moieties of the nucleosides.The reaction of 2',3'-O-(triphenylphosphoranediyl)-O2,5'-cyclouridine, N4-benzoyl-2',3'-O-(triphenylphosphoranediyl)-O2,5'-cyclocytidine, 2',3'-O-(triphenylphosphoranediyl)-N3,5'-cycloguanosine, or N6-p-toluoyl-2',3'-O-(triphenylphosphoranediyl)-N3,5'-cycloadenosine with nucleophiles and with electrophiles addorded the corresponding nucleoside derivatives with free 2'- and 3'-hydroxyl groups.Thus the 2',3'-O-triphenylphosphoranediyl group serves as a protecting group which is readily removed during work-up of the reaction products. 19 reacted with phenyl isocyanate to give 5'-O-phenylcarbamoyladenosine and N6,5'-O-bis(phenylcarbamoyl)adenosine.The reaction of 19 with diphenylketene also afforded acyladenosines with free 2'- and 3'-hydroxyl groups.These results suggested that 3',5'-O-triphenylphosphoranediyl group activates the 5'-carbon atom of adenosine.