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104992-55-4

104992-55-4 Structure

104992-55-4 Structure
IdentificationBack Directory
[Name]

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

104992-55-4
[Synonyms]

2'-TBDMS-A CEP
N-Benzoyl-5-O-(4
8-Aza-7-deaza-A CEP
Bz-rA Phosphoramidite
N-diisopropyl)phosphoramidite
2’-TBDMS-rA(N-Bz) Phosphoramidite
2'-TBDMS -Bz-rA-CE-Phosphoramidite
5'-O-DMT-2'-TBDMS-rA(N-Bz)-3'-CEDPA
DMT-2′O-TBDMS-rA(bz) Phosphoramidite
5'-DMT-2'-TBDMS-rA(N-Bz) Phosphoramidite
5'-DMT-2'-TBDMS-N6-Bz-rA phosphoramidite
REF DUPL: 2'-TBDMS-rA(N-Bz)Phosphoramidite
5'-DMT-2'-O-TBDMS- N6-Benzoyl-Adenosine Phosphoramidite
5'-O-DMT-2'-O-TDMS-N6-Bz-Adenosine-3'-CED PhosphoraMidite
5'-O-DMT-2'-O-TBDMS-N6-Benzoyl-Adenosine 3'-CE phosphoramidite
4-Dimethoxytrityl)-2-O-[(tert-butyl)dimethylsilyl]adenosine-3-(2-cyanoethyl-N
5'-O-DMT-2'-O-tert-Butyldimethylsiyl-N6-Benzoyl-adenosine 3'-CE phosphoramidite
N6-Benzoyl-2'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine 3'-CE phosphoramidite
5'-O-DMT-2'-O-tert-Butyldimethylsilyl-N6-Benzoyl-adenosine 3'-CE phosphoramidite
5'-O-(4,4'-DiMethoxy)-N6-benzoyl-2'-O-(t-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
Adenosine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-[(1,1-diMethylethyl)diMethylsilyl]-, 3'-[2-cyanoethyl bis(1-Methylethyl)phosphoraMidite]
Adenosine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]
Adenosine,N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-,3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite] (9CI)
(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
N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide
[EINECS(EC#)]

2017-001-1
[Molecular Formula]

C53H66N7O8PSi
[MDL Number]

MFCD00080297
[MOL File]

104992-55-4.mol
[Molecular Weight]

988.19
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[solubility ]

DMSO: Sparingly soluble: 1-10 mg/ml
Ethanol: Sparingly soluble: 1-10 mg/ml
[form ]

powder
[pka]

7.87±0.43(Predicted)
[color ]

white to off-white
[biological source]

non-animal source (no BSE/TSE risk)
[InChIKey]

FFXHNCNNHASXCT-RFMFGJHUSA-N
[SMILES]

COc1ccc(cc1)C(OC[C@H]2O[C@H]([C@H](O[Si](C)(C)C(C)(C)C)[C@@H]2OP(OCCC#N)N(C(C)C)C(C)C)n3cnc4c(NC(=O)c5ccccc5)ncnc34)(c6ccccc6)c7ccc(OC)cc7
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[WGK Germany ]

3
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

DMT-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.
[Uses]

N-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.
[Synthesis]

Synthesis_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)
[References]

[1] Patent: WO2017/161349, 2017, A1. Location in patent: Paragraph 0291
[2] Journal of Organic Chemistry, 1991, vol. 56, # 15, p. 4608 - 4615
Spectrum DetailBack Directory
[Spectrum Detail]

DMT-2'O-TBDMS-rA(bz) Phosphoramidite(104992-55-4)1HNMR
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