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

N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite Basic information
Product Name:N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
Synonyms:DMT-2′O-TBDMS-rA(bz) Phosphoramidite;2'-TBDMS -Bz-rA-CE-Phosphoramidite;5'-DMT-2'-O-TBDMS- N6-Benzoyl-Adenosine Phosphoramidite;(2R,3R,4R,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-(tert-butyldimethylsilyloxy)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite;REF DUPL: 2'-TBDMS-rA(N-Bz)Phosphoramidite;Bz-rA Phosphoramidite;N6-Benzoyl-2'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine 3'-CE phosphoramidite;5'-O-(4,4'-DiMethoxy)-N6-benzoyl-2'-O-(t-butyl diMethylsilyl)adenosine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoraMidite
CAS:104992-55-4
MF:C53H66N7O8PSi
MW:988.19
EINECS:2017-001-1
Product Categories:Pharmaceutical
Mol File:104992-55-4.mol
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite Structure
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite Chemical Properties
storage temp. Inert atmosphere,Store in freezer, under -20°C
form powder
pka7.87±0.43(Predicted)
color white to off-white
InChIInChI=1/C53H66N7O8PSi/c1-36(2)60(37(3)4)69(65-32-18-31-54)67-46-44(33-64-53(39-21-16-13-17-22-39,40-23-27-42(62-8)28-24-40)41-25-29-43(63-9)30-26-41)66-51(47(46)68-70(10,11)52(5,6)7)59-35-57-45-48(55-34-56-49(45)59)58-50(61)38-19-14-12-15-20-38/h12-17,19-30,34-37,44,46-47,51H,18,32-33H2,1-11H3,(H,55,56,58,61)/t44-,46-,47-,51-,69?/s3
InChIKeyFFXHNCNNHASXCT-RFMFGJHUSA-N
SMILESO(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C3=C(C(=NC=N3)NC(=O)C3=CC=CC=C3)N=C2)[C@H](O[Si](C(C)(C)C)(C)C)[C@@H]1OP(N(C(C)C)C(C)C)OCCC#N |&1:25,27,46,55,r|
Safety Information
WGK Germany 3
HS Code 29349990
MSDS Information
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite Usage And Synthesis
UsesN-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite can be used as Organic synthesis intermediates and pharmaceutical intermediates are mainly used in laboratory research and development processes and chemical production processes.
UsesDMT-2''O-TBDMS-rA(bz) Phosphoramidite is a 2''-O-Protected ribonucleoside phosphoramidite used as a key raw material for the automated solid-supported synthesis of oligonucleotide-based drugs. It is also used to synthesize 2''-O-guanidinopropyl-modified nucleoside phosphoramidites to incorporate into siRNAs targeting hepatitis B virus.
SynthesisSynthesis_104992-55-4
To a solution of 72 (12.0 g, 15.2 mmoi) in DIPEA (15 ml) and DCM (30 niL?ˉ) 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)
N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite Preparation Products And Raw materials
BENZOYL ISOCYANATE Benzoyl peroxide Cyhalofop-butyl 5'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYADENOSINE tert-Butyl acetate Dimethyldimethoxysilane tert-Butyldimethylsilyl chloride N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite Buprofezin ADENOSINE 5'-TRIPHOSPHATASE 5'-O-(DIMETHOXYTRITYL)-N6-METHYL-2'-DEOXYADENOSINE tert-Butanol (1-METHOXY-2-PROPOXY)TRIMETHYLSILANE tert-Butyl peroxyacetate N-Benzoylaminopurine N6-BENZOYL-3'-DEOXYADENOSINE DIMETHYL N,N-DIISOPROPYLPHOSPHORAMIDITE Benzoyl chloride

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