51549-49-6

Basic information

• Product Name: N4,3'-O-DIBENZOYL-2'-DEOXYCYTIDINE
• Synonyms: N4,3'-O-Dibenzoyl-2'-deoxycytidine;N4,3'-O-DIBENZOYL-2'-DEOXYCYTIDINE;N-benzoyl-2'-deoxycytidine 3'-benzoate;Cytidine, N-benzoyl-2-deoxy-, 3-benzoate;N(sup 4),3'-O-dibenzoyl-2'-deoxycytidine;Einecs 257-271-5
• CAS NO: 51549-49-6
• Molecular Formula: C₂₃H₂₁N₃O₆
• Molecular Weight: 435.43
• EINECS: 257-271-5
• Product Categories: Biochemicals and Reagents;Nucleoside Analogs;Nucleosides, Nucleotides, Oligonucleotides
• Mol File: 51549-49-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.4g/cm³
• Storage Temp.: −20°C
• CAS DataBase Reference: N4,3'-O-DIBENZOYL-2'-DEOXYCYTIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N4,3'-O-DIBENZOYL-2'-DEOXYCYTIDINE(51549-49-6)
• EPA Substance Registry System: N4,3'-O-DIBENZOYL-2'-DEOXYCYTIDINE(51549-49-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-40
• Safety Statements: 22-26-36
• WGK Germany: 3
• Hazardous Substances Data: 51549-49-6(Hazardous Substances Data)

Upstream product

• 51549-27-0 β-D-5'-O-tert-butyldimethylsilyl-2'-deoxycytidine 
• 51549-50-9 5'-O-tert-butyldimethylsilyl-3'-O,4-N-dibenzoyl-2'-deoxycytidine 
• 951-77-9 2'-Deoxycytidine 
• 65-85-0 benzoic acid 
• 4836-13-9 N₄-benzoyl-2'-deoxycytidine 
• 98-88-4 benzoyl chloride 
• 1548-84-1 pentafluorophenyl benzoate 
• 3019-98-5 pentachlorophenyl benzoate 
• 60920-99-2 N⁴-Benzoyl-5'-O-monomethoxytrityl-2'-deoxycytidine 
• 93-97-0 benzoic acid anhydride 
• 67219-55-0 4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine 
• 93966-67-7 benzoic acid [5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl] ester 
• 75125-22-3 Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 

Downstream Products

• 4836-14-0 N⁴,O^3'-dibenzoyl-O^5'-(toluene-4-sulfonyl)-2'deoxy-cytidine 
• 1259874-80-0 C₂₈H₃₀N₃O₁₁P 
• 93966-67-7 benzoic acid [5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl] ester 
• 1193091-02-9 N₄,3'-O-dibenzoyl-2'-deoxycytidin-5'-yl hydrogenophosphonate triethylammonium salt 
• 652130-27-3 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-benzoyloxy-tetrahydro-furan-2-carboxylic acid 
• 85057-27-8 Benzoic acid (2R,3S)-5-((R)-4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-{(4-chloro-phenoxy)-[(2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester 
• 117854-42-9 Phosphoric acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-(diisopropylamino-methoxy-phosphanyloxy)-tetrahydro-furan-2-ylmethyl ester 2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-ethyl ester methyl ester 
• 117824-85-8 Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[methoxy-(2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-ethoxy)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester 
• 117854-39-4 Phosphoric acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-ethyl ester methyl ester 
• 208115-08-6 benzoic acid 5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(4-oxo-4H-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-3-yl ester 

Relevant articles and documents

DDQ mediated regiospecific protection of primary alcohol and deprotection under neutral conditions: Application of new p-methoxy benzyl-pixyl ether as reagent of choice for nucleoside protection

A simple and efficient protocol is described for regiosepecific protection of primary hydroxyl group both in nucleosides and other molecules with p-methoxy-benzyl 2,7-dimethyl pixylether (MBDPE) in presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). Furthermore, swift deprotection of 2, 7-dimethylpixyl (DMPx) is accomplished with DDQ in MeOH. Both procedures are successfully implemented on gram-scale synthesis of modified nucleosides. This protocol offers mild and neutral conditions for selective protection and deprotection of DMPx group while compatible in presence of other conventional protecting groups such as benzoyl, benzyl, THP, TBDPS and acetonide.

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