100898-63-3

Basic information

• Product Name: 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-ACETYL-2'-DEOXYCYTIDINE
• Synonyms: DMT-NAC-DC;N4-ACETYL-5'-(DIMETHOXYTRITYL)-2'-DEOXYCYTIDINE;N-ACETYL-5'-DMT DEOXYCYTIDINE;N4-Acetyl-2'-deoxy-5'-O-DMT-D-cytidine;N4-Acetyl-5''-O-(4,4''-dimethoxytrityl)-2''-deoxycytidine;5''-O-(4,4''-Dimethoxytrityl)-N4-acetyl-2''-deoxycytidine (synthetic);DMT-Ac-dC;N4-Acetyl-2'-deoxy-5'-O-DMT-cytidine
• CAS NO: 100898-63-3
• Molecular Formula: C₃₂H₃₃N₃O₇
• Molecular Weight: 571.62
• EINECS: 2017-001-1
• Mol File: 100898-63-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.28±0.1 g/cm3(Predicted)
• Storage Temp.: Store dry at 2-8°C
• PKA: 10.28±0.20(Predicted)
• CAS DataBase Reference: 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-ACETYL-2'-DEOXYCYTIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-ACETYL-2'-DEOXYCYTIDINE(100898-63-3)
• EPA Substance Registry System: 5'-O-(4,4'-DIMETHOXYTRITYL)-N4-ACETYL-2'-DEOXYCYTIDINE(100898-63-3)

Safety Data

• Hazardous Substances Data: 100898-63-3(Hazardous Substances Data)

Usage

General Description

5'-O-(4,4'-dimethoxytrityl)-N4-acetyl-2'-deoxycytidine is a chemical compound commonly used in the synthesis of nucleoside analogs for pharmaceutical purposes. It is a derivative of cytidine, a nucleoside composed of the nucleobase cytosine and the sugar ribose. The "5'-O-(4,4'-dimethoxytrityl)" group is a protective group commonly used in organic synthesis to protect hydroxyl groups, while the "N4-acetyl" group adds an acetyl group to the nitrogen atom on the fourth position of the cytosine ring. These modifications are often used to enhance the properties of nucleoside analogs, making them more stable and effective for use in various medications and pharmaceutical applications.

Upstream product

• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 32909-05-0 N⁴-acetyl-2'-deoxycytidine 
• 951-77-9 2'-Deoxycytidine 
• 40615-35-8 4,4'-dimethoxytrityl alcohol 

Downstream Products

• 1133388-17-6 C₄₄H₄₇N₄O₈P 
• 1133388-21-2 C₄₄H₄₇N₄O₈P 
• 1089723-13-6 C₄₃H₄₅N₄O₈P 

Relevant articles and documents

Tritylation of alcohols under mild conditions without using silver salts

Secondary alcohols were conveniently tritylated under mild conditions within a short running time with tritylium trifluoroacetate generated in situ from trityl alcohols and trifluoroacetic anhydride. No expensive silver salts were needed for the reactions. Four secondary alcohols were tritylated with both mono- and dimethoxy trityl alcohols giving good to excellent isolated yields. The reaction was also tested on four nucleoside derivatives that have primary alcohols. Satisfactory results were also obtained.

Fast Cleavage and Deprotection of Oligonucleotides

We have developed methylamine/ammonia as a fast cleavage and deprotection reagent which effects complete cleavage of oligonucleotides from the solid support in 5 min at room temperature and complete deprotection in 5 min at 65 deg C.The problem of transamination side products formation, faced with the commonly used dCbz (10percent side product) upon treatment with methylamine/ammonia, has been sucessfully solved by the use of dCac (0.0percent side product).DMT dCac phosphoramidite-methylamine/ammonia system furnished oligonucleotides in equal or superior quality as compared to the other systems.