67219-55-0

Basic information

• Product Name: 5'-O-Dimethoxytrityl-N-benzoyl-desoxycytidine
• Synonyms: DMT- Bz- dC;N4-Benzoyl-2'-deoxy-5'-O-DMT-a-cytidine;N4-Benzoyl-2'-deoxy-5'-O-DMT-cytidine;N4-Benzoyl-5'-O-(4,4'-diMethoxytrityl)-2'-deoxycytidine;N-Benzoyl-5'-O-(4,4'-diMethoxytrityl)-2'-deoxycytidine;N4-Bz-DMT-dC;n-benzoyl-5’-o-[bis(4-methoxyphenyl)phenylmethyl]-2’-deoxy-cytidin;N4-BENZOYL-5'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYCYTIDINE
• CAS NO: 67219-55-0
• Molecular Formula: C₃₇H₃₅N₃O₇
• Molecular Weight: 633.69
• EINECS: 266-605-9
• Product Categories: Biochemicals and Reagents;Building Blocks;C12 to C30+;Chemical Synthesis;Heterocyclic Building Blocks;Nucleoside Analogs;Nucleosides;Nucleotides;Oligonucleotides;Pyrimidines;Organics;Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleic acids
• Mol File: 67219-55-0.mol
• Article Data: 17

Chemical Properties

• Melting Point: 119 °C
• Boiling Point: 668.71°C (rough estimate)
• Appearance: Off-white powder
• Density: 1.2234 (rough estimate)
• Refractive Index: 58 ° (C=1, MeOH)
• Storage Temp.: −20°C
• PKA: 8.67±0.20(Predicted)
• Water Solubility: 100μg/L at 20℃
• BRN: 601627
• CAS DataBase Reference: 5'-O-Dimethoxytrityl-N-benzoyl-desoxycytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-Dimethoxytrityl-N-benzoyl-desoxycytidine(67219-55-0)
• EPA Substance Registry System: 5'-O-Dimethoxytrityl-N-benzoyl-desoxycytidine(67219-55-0)

Safety Data

• Hazard Codes: Xn,Xi,T
• Statements: 40-36/37/38-20/21/22-46-45
• Safety Statements: 36/37-36-26-22-45-53
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 1
• F: 1-3-10
• Hazardous Substances Data: 67219-55-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-white powder

Uses

Different sources of media describe the Uses of 67219-55-0 differently. You can refer to the following data:
1. 5''-O-(4,4''-Dimethoxytrityl)-N4-benzoyl-2''-deoxycytidine (CAS# 67219-55-0) is a cytidine nucleoside derivative, and has been used as a reactant with synthetic modified DNA and RNA, such as in the site-selective RNA activation by acridine-modified oligodeoxynucleotides in metal-ion catalyzed hydrolysis.
2. N4-Benzoyl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxycytidine has been used as research tool for anti-viral and anti-cancer studies.

General Description

The 3′-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite derivatives of N4-benzoyl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxycytidine (DMT-dCBz) participates in Diels-Alder reaction between diene-modified oligonucleotides and maleimide-derivatized peptides.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C37H35N3O7/c1-44-29-17-13-27(14-18-29)37(26-11-7-4-8-12-26,28-15-19-30(45-2)20-16-28)46-24-32-31(41)23-34(47-32)40-22-21-33(39-36(40)43)38-35(42)25-9-5-3-6-10-25/h3-22,31-32,34,41H,23-24H2,1-2H3,(H,38,39,42,43)

Upstream product

• 98-88-4 benzoyl chloride 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 4836-13-9 N₄-benzoyl-2'-deoxycytidine 
• 65-85-0 benzoic acid 
• 1548-84-1 pentafluorophenyl benzoate 
• 3019-98-5 pentachlorophenyl benzoate 
• 7396-95-4 2,4,5-Trichlorophenyl benzoate 
• 951-77-9 2'-Deoxycytidine 
• 31501-22-1 N⁴-benzoyl-1-(3',5'-di-O-benzoyl-2'-deoxy-β-D-ribofuranosyl)-cytosine 
• 3992-42-5 2'-deoxycytidine monohydrochloride 
• 116003-04-4 N₄-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite 
• 93-97-0 benzoic acid anhydride 
• 118352-74-2 5'-O-(4,4'-dimethoxytrityl)-4-N-benzoyl-2'-deoxycytidine-3'-H-phosphonate triethylammonium salt 
• 152998-05-5 N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-cytidine 3'-(2-cyanoethylphosphonate) 

Downstream Products

• 173465-52-6 [(R)-2-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-ylmethoxy)-3-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic 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 
• 116003-04-4 N₄-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3-O-[O-(2-cyanoethyl)-N,N-(diisopropyl)]phosphoramidite 
• 118352-74-2 5'-O-(4,4'-dimethoxytrityl)-4-N-benzoyl-2'-deoxycytidine-3'-H-phosphonate triethylammonium salt 
• 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 
• 291299-92-8 N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diisopropylamino)-[2-[N-isopropyl-N-(4-methoxybenzoyl)amino]ethoxy]phosphinyl-2'-deoxycytidine 
• 471878-78-1 N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-3'-O-(N,N-diisopropylamino)[3-(N-tert-butylaminocarbonyl)-1-propyloxy]phosphinyl-2'-deoxycytidine 
• 85381-24-4 5'-O-(dimethoxytrityl)-N-benzoyl-2'-deoxycytidine 3'-(o-chlorophenyl) phosphate triethylammonium salt 
• 160971-75-5 (S_P)-5'-O-dimethoxytrityl-N⁴-benzoylcytidine 3'-O-(Se-methyl methanephosphonoselenolate) 
• 160971-74-4 (R_P)-5'-O-dimethoxytrityl-N⁴-benzoylcytidine 3'-O-(Se-methyl methanephosphonoselenolate) 

Relevant articles and documents

A new and convenient approach for the preparation of β-cyanoethyl protected trinucleotide phosphoramidites

Herein we report a convenient approach for the preparation of fully protected trinucleotide synthons to be used for the synthesis of gene libraries. The trinucleotide synthons bear β-cyanoethyl groups at the phosphate residues, and thus can be used in standard oligonucleotide synthesis without additional steps for deprotection and work-up.

Metallic salt of N4-acylcytidine derivatives, and a method for producing N4-acylcytidine derivatives using the same

The present invention provides a method for producing a high purity N4-acylcytidine derivative. More specially, the invention provides a compound represented by the formula (1): wherein R1 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, a perfluoroalkyl group having 1 to 4 carbon atoms, or a halogen atom; R2 is a hydrogen atom, an alkoxyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms with a substituent, or a halogen atom; R3 represents a methyl group or a phenyl group; and M represents a positive ion of an alkali metal or an alkaline earth metal, and a compound represented by the formula (2): wherein R1, R2, and R3 are as defined above, produced by using the compound represented by the formula (1).

Method for purifying protected 2'-deoxycytidines and hydrated crystals thereof

A protected 2′-deoxycytidine is purified by precipitating the protected 2′-deoxycytidine represented by general formula (3) in the form of a hydrated crystal from a solution containing the protected 2′-deoxycytidine and water, and by recovering the protected 2′-deoxycytidine: wherein R1 represents a 4-methoxytrityl, 4,4′-dimethoxytrityl, or triphenylmethyl group; and B1 represents a cytosine group having a protected amino group. The compound represented by general formula (3) is, in particular, a protected 2′-deoxycytidine represented by formula (4): The 2′-deoxycytidine is used as a raw material for antisense DNA.