CAS 149989-66-2

5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-[[4-(tert-butyl)phenoxy]acetyl]cytidine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Description:

The chemical substance known as "5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-[[4-(tert-butyl)phenoxy]acetyl]cytidine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite" with CAS number 149989-66-2 is a phosphoramidite derivative of cytidine, commonly used in the synthesis of oligonucleotides. This compound features several protective groups, including a dimethoxytrityl group at the 5' position and a tert-butyl dimethylsilyl group at the 2' position, which are essential for preventing unwanted reactions during the synthesis process. The presence of a cyanoethyl group at the 3' position enhances the reactivity of the phosphoramidite, facilitating the coupling reaction in oligonucleotide synthesis. Additionally, the tert-butylphenoxyacetyl moiety contributes to the overall stability and solubility of the compound. This substance is typically utilized in research and pharmaceutical applications, particularly in the development of nucleic acid-based therapeutics and diagnostics. Its complex structure and protective groups make it a valuable intermediate in the field of synthetic organic chemistry.

Formula: C₅₇H₇₆N₅O₁₀PSi

Synonyms:

• 5'-O-DMT-2'-TBDMS-rC(N-tac)-3'-CEDPA

2'-O-tert-Butyldimethylsilyl-N4-(tert-butylphenoxyacetyl)-5'-O-DMT-cytidine 3'-CE phosphoramidite

CAS: 149989-66-2

2'-O-tert-Butyldimethylsilyl-N4-(tert-butylphenoxyacetyl)-5'-O-DMT-cytidine 3'-CE phosphoramidite is a DNA synthesis reagent that is used in the preparation of oligonucleotides, in particular for the synthesis of 2'-deoxyribonucleosides. It has been shown to be an activator and to have anticancer, antiviral, and antimalarial properties. This compound is synthesized by reacting 5'-O-DMT cytidine with 2',3' epoxypropyltrichlorophosphite. The product is purified by silica gel column chromatography and recrystallization from ethanol followed by vacuum drying. CAS No. 149989-66-2

Formula: C₅₇H₇₆N₅O₁₀PSi

Purity: Min. 95%

Molecular weight: 1,050.3 g/mol

Ref: 3D-PB63473