251647-48-0

Basic information

• Product Name: N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine
• Synonyms: N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine;N-benzoyl-5'-O-DMTr-2'-O-(2-Methoxyethyl)-Adenosine;N6-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxyethyl)adenosine;N-(9-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide
• CAS NO: 251647-48-0
• Molecular Formula: C41H41N5O8
• Molecular Weight: 731.79294
• Mol File: 251647-48-0.mol

Chemical Properties

• Appearance: /
• Density: 1.31
• Storage Temp.: 2-8°C
• Solubility: Acetonitrile (Sparingly), Chloroform (Slightly), DMF (Slightly, Sonicated), DMSP
• PKA: 7.87±0.43(Predicted)
• CAS DataBase Reference: N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine(251647-48-0)
• EPA Substance Registry System: N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine(251647-48-0)

Safety Data

• Hazardous Substances Data: 251647-48-0(Hazardous Substances Data)

Usage

Uses

N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine is used as a reactant in the chemical synthesis industry for the preparation of nucleosidic phosphoramidite derivatives. These derivatives are essential building blocks in the synthesis of oligonucleotides, which have a wide range of applications in molecular biology, diagnostics, and therapeutics.
Used in Chemical Synthesis Industry:
N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine is used as a key reactant for the preparation of nucleosidic phosphoramidite derivatives. The application reason is that this compound provides a versatile and reactive starting material for the synthesis of various oligonucleotide sequences, which are crucial in the development of new drugs, gene therapies, and diagnostic tools.

Upstream product

• 98-07-7 Benzotrichlorid 
• 100-66-3 methoxybenzene 
• 40615-35-8 4,4'-dimethoxytrityl alcohol 
• 333335-93-6 2'-O-methoxyethyl- N⁶-benzoyl -adenosine 
• 168427-74-5 2'-O-(2-methoxyethyl)adenosine 
• 58-61-7 adenosine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 

Relevant articles and documents

Copper(II)nitrate catalyzed regioselective protection of primary alcohols with 4,4′-dimethoxytrityl and 2,7-dimethyl-9-phenyl xanthen-9-yl groups in nucleosides and carbohydrates

Regioselective protection of primary hydroxyl group in nucleoside and carbohydrate analogs was accomplished using dimethoxytrityl alcohol (DMTr-OH) or dimethylpixyl alcohol (DMPx-OH) in presence of copper(II)nitrate as a Lewis acid catalyst. Excellent selectivity was observed for the protection of primary hydroxyl group over secondary while glycosidic bond remain unaffected. Utility of this methodology was further exemplified via DMTr- and DMPx-protection of alipahtic acyclic and cyclic diols.

Synthesis and cellular activity of stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate oligonucleotides

Stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate (PS-MOE) oligonucleotides were synthesized from new chiral oxazaphospholidine-containing nucleosides. Thermal stability studies showed that the incorporation of Rp-PS linkages increased RNA-binding affinity. In cells, a full Rp-PS-MOE splice-switching oligonucleotide targeting part of the ferrochelatase gene was more potent than its Sp-PS counterpart, but of similar potency to the stereorandom PS-parent sequence.

2'-O-MOE-3'-H-phosphorothioate nucleoside monomer and synthetic method thereof

The invention discloses 2'-O-MOE-3'-H-phosphorodithioate ribonucleotide and 2'-O-MOE-3'-H-phosphorothioate ribonucleotide and precursor compounds thereof, preparation methods and applications of the 2'-O-MOE-3'-H-phosphorodithioate ribonucleotide and the