104992-55-4 Usage
Description
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is a complex organic compound that serves as a crucial intermediate in the synthesis of oligonucleotide-based drugs. It is characterized by its unique structure, which includes a benzoyl group, a dimethoxytrityl group, a tert-butyl dimethylsilyl group, and a phosphoramidite group. N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite plays a significant role in the development of pharmaceuticals and organic synthesis.
Uses
Used in Pharmaceutical Industry:
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is used as an organic synthesis intermediate for the automated solid-supported synthesis of oligonucleotide-based drugs. Its application is essential in the development of novel therapeutic agents, particularly in the field of molecular medicine.
Used in Laboratory Research and Development:
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is also used as a pharmaceutical intermediate in laboratory research and development processes. It aids in the synthesis of 2''-O-guanidinopropyl-modified nucleoside phosphoramidites, which are crucial for incorporating into siRNAs targeting hepatitis B virus. Its role in this process highlights its importance in the fight against viral diseases and the development of targeted gene therapies.
Synthesis
To a solution of 72 (12.0 g, 15.2 mmoi) in DIPEA (15 ml) and DCM (30 niL’) is added DMAP (744 mg, 6.09 rnrnol) and 2cyanoethyl JV.Ndiisopropylchlorophosphoramidite (5.41 g, 22.9 rnmoi) at 25 °C. After stirring for 2 hours, the mixture is purified directly by basic silica gel column chromatography (EAIPE 1/4 toi/1) to give A2 as a white solid (13.0 g. 86% yield)
Check Digit Verification of cas no
The CAS Registry Mumber 104992-55-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,4,9,9 and 2 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 104992-55:
(8*1)+(7*0)+(6*4)+(5*9)+(4*9)+(3*2)+(2*5)+(1*5)=134
134 % 10 = 4
So 104992-55-4 is a valid CAS Registry Number.
104992-55-4Relevant articles and documents
CYCLIC DI-NUCLEOTIDE COMPOUNDS AND METHODS OF USE
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, (2017/10/11)
Disclosed are cyclic-di-nucleotide cGAMP analogs, methods of synthesizing the compounds, pharmaceutical compositions comprising the compounds thereof, and use of compounds and compositions in medical therapy.
Methods of producing phosphitylated compounds
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Page 6-7, (2008/06/13)
Provided are methods of producing phosphitylated compounds, including 3′-O-phosphoramidites, comprising the step of reacting a hydroxyl-containing compound with a phosphitylating agent in the presence of a phosphitylation activator selected from the group consisting of: (1) acid-base complexes derived from an amine base of Formula I 1wherein R, R1, and R2 are independently C1-C10 alkyl, C1-C10 cycloalkyl, C1-C10 aryl, C1-C10 aralkyl, C1-C10 heteroalkyl, or C1-C10 heteroaryl; (2) acid-base complexes derived from an amine base of Formula II 2wherein R3, R4, R5, R6, and R7 are independently hydrogen, C1-C10 alkyl, C1-C10 cycloalkyl, C1-C10 aryl, C1-C10 aralkyl, C1-C10 heteroalkyl, or C1-C10 heteroaryl, and at least one of R3, R4, R5 R6, and R7 is not hydrogen.; (3) acid-base complexes derived from a diazabicyclo amine base; (4) zwitterionic amine complexes; and (5) combinations of two or more thereof, to produce a phosphitylated compound.
Methods for synthesizing nucleosides, nucleoside derivatives and non-nucleoside derivatives
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, (2008/06/13)
The present invention provides methods for the chemical synthesis of nucleosides and derivatives thereof, including 2′-amino, 2′-N-phthaloyl, 2′-O-methyl, 2′-O-silyl, 2′-O-triisopropylsilyloxymethyl, 2′-OH nucleosides, C-nucleosides, nucleoside phosphoramidites, C-nucleoside phosphoramidites, and non-nucleoside derivatives.
