89947-86-4

Usage

Uses

Used in Organic Synthesis:
tBDMS-dimethoxytrityl-2'-deoxyadenosine is used as a precursor in organic synthesis for the production of various chemical compounds. Its protective groups facilitate controlled reactions and selective modifications, making it a valuable intermediate in the synthesis of complex organic molecules.
Used in Nucleic Acid Synthesis:
In the field of nucleic acid synthesis, tBDMS-dimethoxytrityl-2'-deoxyadenosine is used as a building block for the assembly of nucleic acids, such as DNA and RNA. The protective groups on the hydroxyl groups ensure that the adenosine unit can be selectively incorporated and modified within the nucleic acid sequence.
Used in Oligonucleotide Synthesis:
tBDMS-dimethoxytrityl-2'-deoxyadenosine is utilized in the synthesis of oligonucleotides, which are short sequences of nucleic acids with specific functions in molecular biology and medicine. The protective groups on 3'-O-(t-Butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine enable the controlled addition of adenosine units to the growing oligonucleotide chain, contributing to the precise construction of these biologically active molecules.
Used in the Production of Biologically Active Compounds:
tBDMS-dimethoxytrityl-2'-deoxyadenosine is also used in the synthesis of other biologically active compounds, such as nucleotide analogs and modified nucleosides. These compounds have potential applications in various fields, including pharmaceuticals, diagnostics, and research, due to their ability to modulate biological processes and interact with cellular machinery.

Upstream product

• 17331-22-5 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyadenosine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 131920-32-6 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine 
• 958-09-8 2'-deoxy-D-adenosine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 

Downstream Products

• 51549-31-6 3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine 
• 1054613-03-4 C₄₂H₅₁N₅O₇Si 
• 125138-92-3 N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxyadenosine 3'-(allyl N,N-diisopropylphosphoramidite) 
• 108554-88-7 N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxyadenosine 
• 89947-92-2 Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-purin-9-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester; compound with triethyl-amine 
• 89947-88-6 5'-O-N⁶-di-(4,4'-dimethoxytrityl)-2'-deoxyadenosine 
• 125172-13-6 {9-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-carbamic acid allyl ester 
• 89947-87-5 3'-O-t-butyldimethylsilyl-N,5'-O-bis(di-p-methoxytrityl) deoxyadenosine 

Relevant academic research and scientific papers

MODIFIED NUCLEOTIDES FOR SYNTHESIS OF NUCLEIC ACIDS, A KIT CONTAINING SUCH NUCLEOTIDES AND THEIR USE FOR THE PRODUCTION OF SYNTHETIC NUCLEIC ACID SEQUENCES OR GENES

A modified nucleotide, intended for the synthesis of long chain nucleic acids by enzymatic processes, comprising a “natural” nitrogenous base or a natural nitrogenous base analogue, a ribose or deoxyribose carbohydrate, and at least one phosphate group, characterized in that said nucleotide comprises at least one R group, termed the modifier group, carried by said nitrogenous base or analogue and/or by the oxygen in position 3′ of the ribose or deoxyribose molecule, making it possible to block the polymerization of said nucleotide and/or to allow the interaction of said nucleotide with another molecule, such as a protein, during the nucleic acid synthesis, R comprising at least one functional terminal group.

Synthesis of disaccharide nucleosides by the O-glycosylation of natural nucleosides with thioglycoside donors

Disaccharide nucleosides constitute an important group of naturally-occurring sugar derivatives. In this study, we report on the synthesis of disaccharide nucleosides by the direct O-glycosylation of nucleoside acceptors, such as adenosine, guanosine, thy

Nucleotides: Part LV - Synthesis and Application of a Novel Linker for Solid-Phase Synthesis of Modified Oligonucleotides

Various bifunctional amino-protecting groups such as the phthaloyl, succinyl, and glutaryl group were investigated as potential linker molecules for attachment to solid-support materials. Pentane-1,3,5-tricarboxylic acid 1,3-anhydride (16) offered the best properties and reacted with the amino groups of differently sugar-protected adenosine (see 20 and 22), cytidine (see 29), and guanosine derivatives (see 32) to the corresponding 2-(2-carhoxyethyl)glutaryl derivatives 23, 24, 30, and 33. The usefulness of the new linker-type molecules was demonstrated by the solid-support synthesis of the potentially antivirally active 3′-deoxyadenylyl-(2′-5′)-2′-adenylic acid 2′-{2-[(adenin-9-yl)methoxy]ethyl} ester (38) starting from the 2′-end with N6,N 6-[2-(2-carboxyethyl)glutaryl]-9-{{2-[(4,4′-dimethoxytrityl) oxy]ethoxy} methyl}adenine (12).

The allylic protection method in solid-phase oligonucleotide synthesis. An efficient preparation of solid-anchored DNA oligomers

The first efficient synthesis of solid-anchored DNA oligomers has been realized; it relies on the use of allyl and (allyloxy)carbonyl groups as protectors of internucleotide linkage and nucleoside bases, respectively, in conjunction with palladium chemist

STEREOSPECIFIC SYNTHESIS OF DINUCLEOSIDE MONOPHOSPHATE ARYL ESTERS BY USING NEW CONDENSING REAGENTS

New condensing reagents, arenesulfonyl 5-(pyridin-2-yl)tetrazoles have been synthesized and used for stereospecific synthesis of dinucleoside monophosphate aryl esters.