4803-92-3

Basic information

• Product Name: Cytidine, N-benzoyl-2'-deoxy-, 5'-benzoate
• CAS NO: 4803-92-3
• Molecular Formula: C23H21N3O6
• Molecular Weight: 435.436
• Mol File: 4803-92-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Cytidine, N-benzoyl-2'-deoxy-, 5'-benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Cytidine, N-benzoyl-2'-deoxy-, 5'-benzoate(4803-92-3)
• EPA Substance Registry System: Cytidine, N-benzoyl-2'-deoxy-, 5'-benzoate(4803-92-3)

Safety Data

• Hazardous Substances Data: 4803-92-3(Hazardous Substances Data)

Usage

General Description

Cytidine, N-benzoyl-2'-deoxy-, 5'-benzoate is a chemical compound that is a derivative of cytidine, a nucleoside found in DNA and RNA. It is modified with a benzoyl group at the N-4 position of the cytidine molecule. This modification can alter the chemical and biological properties of cytidine, potentially influencing its ability to interact with other molecules and participate in cellular processes. The 5'-benzoate group is also added to the molecule, potentially affecting its solubility, stability, and other characteristics. This chemical derivative may be used in research and pharmaceutical applications to study the behavior and function of cytidine in biological systems.

Upstream product

• 769-78-8 vinyl benzoate 
• 4836-13-9 N₄-benzoyl-2'-deoxycytidine 
• 65-85-0 benzoic acid 

Downstream Products

• 116454-16-1 C₄₉H₄₆Cl₂N₈O₁₆P₂*C₆H₁₅N 
• 140712-80-7 N⁴-benzoyl-3'-O-dimethoxytrityl-2'-deoxycytidine 
• 1225463-24-0 N₄,5'-O-dibenzoyl-3'-O-(4-methoxytetrahydropyranyl)-2'-deoxycytidine 
• 1225463-22-8 N₄,5'-O-dibenzoyl-3'-O-(tetrahydropyranyl)-2'-deoxycytidine 
• 1225463-26-2 N₄,5'-O-dibenzoyl-3'-O-(tetrahydrofuranyl)-2'-deoxycytidine 
• 150931-31-0 Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-(2-methoxy-acetoxy)-tetrahydro-furan-2-ylmethoxymethoxy]-tetrahydro-furan-2-ylmethyl ester 
• 150931-30-9 Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-[(2R,3S,5R)-3-(2-methoxy-acetoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxymethoxy]-tetrahydro-furan-2-ylmethyl ester 
• 142730-08-3 (5'-O,4-N)-dibenzoyl-3'-O-acetyloxymethyl-2'-deoxycytidine 
• 116454-14-9 Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-[(2-chloro-phenoxy)-hydroxy-phosphoryloxy]-tetrahydro-furan-2-ylmethyl ester; compound with triethyl-amine 
• 116872-53-8 Benzoic acid (2R,3S,5R)-3-[(benzotriazol-1-yloxy)-methyl-phosphinoyloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 104768-98-1 Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-methoxymethoxy-tetrahydro-furan-2-ylmethyl ester 

Relevant articles and documents

Chemoenzymatic synthesis of 3′-O-acetal-protected 2′-deoxynucleosides as building blocks for nucleic acid chemistry

We have developed a simple and convenient synthetic strategy for the preparation of tetrahydropyranyl, 4-methoxy-tetrahydropyranyl, and tetrahydrofuranyl ethers of 2′-deoxynucleosides, which are useful building blocks for nucleic acid chemistry. Enzymatic benzoylation provides an efficient alternative for protecting the 5′-hydroxy group of the parent nucleosides in a regioselective manner. Subsequently, tetrahydropyranylation and tetrahydrofuranylation of the 2′-deoxynucleosides at the 3′-hydroxy group were accomplished with p-toluensulfonic acid, MgBr2, or camphorsulfonic acid as catalysts. Deprotection of the 5′-O-benzoyl group furnished 3′-O-acetal-protected 2′-deoxynucleosides. The three-step process is expected to enable the large-scale synthesis of protected nucleosides.

Chemo and regioselective acylation of deoxyribonucleosides by means of N,N-bis-(2-oxo-oxazolidin-3-yl) phosphorodiammidic chloride (BOPDC)

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