31501-22-1

Basic information

• Product Name: N,3'-O,5'-O-Tribenzoyl-2'-deoxycytidine
• Synonyms: N,3'-O,5'-O-Tribenzoyl-2'-deoxycytidine;N-Benzoyl-2'-deoxycytidine 3',5'-dibenzoate
• CAS NO: 31501-22-1
• Molecular Formula: C₃₀H₂₅N₃O₇
• Molecular Weight: 539.54
• Mol File: 31501-22-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,3'-O,5'-O-Tribenzoyl-2'-deoxycytidine(CAS DataBase Reference)
• NIST Chemistry Reference: N,3'-O,5'-O-Tribenzoyl-2'-deoxycytidine(31501-22-1)
• EPA Substance Registry System: N,3'-O,5'-O-Tribenzoyl-2'-deoxycytidine(31501-22-1)

Safety Data

• Hazardous Substances Data: 31501-22-1(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 951-77-9 2'-Deoxycytidine 
• 26661-13-2 4-N-benzoylcytosine 
• 64339-87-3 N₄,O-bis(trimethylsilyl)-N₄-benzoylcytosine 
• 613-90-1 benzoyl cyanide 
• 93-97-0 benzoic acid anhydride 
• 3992-42-5 2'-deoxycytidine monohydrochloride 

Downstream Products

• 951-77-9 2'-Deoxycytidine 
• 67219-55-0 4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine 
• 78111-51-0 C₆₆H₆₃Cl₂N₉O₁₇P₂ 
• 78098-93-8 C₆₆H₆₃Cl₂N₉O₁₇P₂ 
• 85240-12-6 C₆₃H₆₀Cl₂N₈O₁₇P₂ 
• 85240-13-7 C₆₃H₆₀Cl₂N₈O₁₇P₂ 
• 76964-04-0 [1,2,4]Triazol-1-yl-phosphonic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 
• 80817-38-5 N⁴-benzoyl-2'-deoxycytidine-3'-O-(2-chlorophenyl-2-cyanoethyl)phosphate 
• 80817-35-2 N-4-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxycitidine 3'-(o-chlorophenyl β-cyanoethyl phosphate) 
• 81187-02-2 4,4'-dimethoxytrityl-4-N-benzoyl-2'-deoxycytidine-3'-O-(2-chlorophenyl)phosphate 
• 31615-99-3 3',5'-Di-O-benzoyl-2'-deoxyuridine 
• 4836-13-9 N₄-benzoyl-2'-deoxycytidine 
• 20963-97-7 3',5'-di-O-benzoyl-2'-deoxycytidine 

Relevant articles and documents

Microwave assisted high yielding preparation of N-protected 2′-deoxyribonucleosides useful for oligonucleotide synthesis

A rapid and high yielding method for the synthesis of precursors of synthons for DNA synthesis, N-protected 2′-deoxyribonucleosides is described, which occur under mild conditions using microwave irradiation. The desired material, N-protected nucleosides, was obtained in 93-96% yield in few minutes. The final products were then characterized by H-NMR and MALDI-TOF and compared with the standard samples. The method is amenable to small to moderate scale of synthesis.

Benzoyl cyanide: A mild and efficient reagent for benzoylation of nucleosides

Efficient benzoylation of various nucleosides has been accomplished in pyridine with a catalytic amount of DMAP and benzoyl cyanide under mild conditions.

'Green' methodology for efficient and selective benzoylation of nucleosides using benzoyl cyanide in an ionic liquid

Benzoyl cyanide in the ionic liquid 1-methoxyethyl-3-methylimidazolium methanesulfonate has been employed as a 'green' alternative and mild reaction condition protocol to conventional pyridine-benzoyl chloride system for efficient and selective benzoylation of nucleosides (of both the ribo- and deoxyribo-series) at ambient temperatures. The use of benzoyl cyanide-ionic liquid combination has been successfully extended for highly efficient benzoylation of phenols, aromatic amines, benzyl alcohol, aliphatic diols, 3-aminophenol and 2-aminobenzylalcohol, which indicates the versatility of this benzoylating system.