52571-45-6

Basic information

• Product Name: N4-BENZOYL-2'-O-METHYLCYTIDINE
• Synonyms: N4-BENZOYL-2'-O-METHYLCYTIDINE;N4-Benzoyl-2'-O-methyl-D-cytidine;Bz-2'-OMe-C;N-Benzoyl-2'-O-methylcytidine;4-(benzoylamino)-1-(2-O-methylpentofuranosyl)pyrimidin-2(1H)-one
• CAS NO: 52571-45-6
• Molecular Formula: C₁₇H₁₉N₃O₆
• Molecular Weight: 361.35
• Mol File: 52571-45-6.mol

Chemical Properties

• Melting Point: 174-175℃
• Appearance: White to Pale Yellow/Powder
• Density: 1.49
• Refractive Index: 1.659
• Storage Temp.: 2-8°C
• PKA: 8.59±0.20(Predicted)
• CAS DataBase Reference: N4-BENZOYL-2'-O-METHYLCYTIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N4-BENZOYL-2'-O-METHYLCYTIDINE(52571-45-6)
• EPA Substance Registry System: N4-BENZOYL-2'-O-METHYLCYTIDINE(52571-45-6)

Safety Data

• Hazardous Substances Data: 52571-45-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N4-Benzoyl-2'-O-methylcytidine is used as a key building block for the block synthesis strategy of tRNA fragments, which have potential therapeutic applications in various diseases, including cancer and viral infections.
Used in Biotechnology Industry:
N4-Benzoyl-2'-O-methylcytidine is used in the development of tRNA-derived molecules for research purposes, enabling the study of their biological functions and potential applications in gene regulation and other cellular processes.

InChI:InChI=1/C17H19N3O6/c1-25-14-13(22)11(9-21)26-16(14)20-8-7-12(19-17(20)24)18-15(23)10-5-3-2-4-6-10/h2-8,11,13-14,16,21-22H,9H2,1H3,(H,18,19,23,24)

Upstream product

• 65-46-3 CYTIDINE 
• 2140-72-9 2'-O-methylcytidine 
• 13089-48-0 N₄-benzoylcytidine 
• 22224-41-5 1,3,5-tri-O-benzoyl-α-D-ribofuranoside 
• 26661-13-2 4-N-benzoylcytosine 
• 68045-07-8 1,3,5-tri-O-benzoyl-2-O-methyl-α-D-ribofuranose 
• 73793-16-5 N⁴-benzoyl-3',5'-di-O-benzoyl-2'-O-methylcytidine 
• 69304-43-4 1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]-N⁴-benzoylcytosine 
• 74-88-4 methyl iodide 
• 93-97-0 benzoic acid anhydride 
• 186581-53-3 diazomethane 

Downstream Products

• 110764-74-4 N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methylcytidine 

Relevant articles and documents

Process for the preparation of 2'-O-alkyl purine phosphoramidites

2'-O-alkylated guanosine, uridine, cytidine, and 2,6-diaminopurine 3'-O-phosphoramidites are prepared by alkylating nucleoside precursors, adding suitable blocking groups and phosphitylating. Alkylation is effected on 2,6-diamino-9-(β-D-ribofuranosyl)purine followed by deamination to prepare guanosine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected on a dialkyl stannylene derivative of uridine to prepare uridine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected directly on cytidine to prepare cytidine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected directly on 2,6-diaminopurine to prepare 2,6-diaminopurine 2'-O-alkylated 3'-O-phosphormidites.

REGIOSPECIFIC CLEAVAGE OF RNA BY RNASE H FROM E. coli IN THE PRESENCE OF A COMPLEMENTARY OLIGONUCLEOTIDE WITH INSERTED ALTERNATING 2'-O-METHYLCYTIDINE RESIDUES

Undecanucleotide dA-dC-dC-dA-Cm-Cm-dG-Cm-dG-Cm-dT (Cm = 2'-O-methylcytidine) was prepared and used as a probe for splitting of 5S rRNA fragment by RNase H (E. coli).It was found that substitution of 2'-deoxycytidine of d(ACCACCGCGCT) by 2'-O-methylcytidin

SYNTHESIS OF N,O-PROTECTED DERIVATIVES OF 2'-O-METHYLCYTIDINE AND OF 2'-O-METHYL- AND N1-METHYLGUANOSINES

Using selective 3',5'-O-tetraisopropyldisiloxane protection, N-acyl-2'-O-methyl derivatives of cytidine and guanosine and of 2'-O-tetrahydropyranyl-N1-methyl-guanosine have been synthesized.It has been shown that the spatial screening of the am

Synthesis of 2',3'-Differentiated Ribonucleosides via Glycosylation. Reactions with 2-O-Me or 2-O-TBDMS Ribofuranose Derivatives. 1. Pyrimidine Series

The synthesis of 2',3' asymmetrically substituted pyrimidine ribonucleosides in 70-95percent yields by using modified Vorbruggen conditions with "nonparticipating" 2-O-CH3 and 2-O-TBDMS ribofuranoses is described.Such compounds are useful synthons for oligoribonucleotide synthesis, including incorporation of "rare" bases.New and practically useful conditions for placement (using 1,2,4-triazole) and removal (KF/crown ether) of the tert-butyldimethylsilyl (TBDMS) protecting group are also reported.