98796-53-3

Basic information

• Product Name: 5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
• Synonyms: dA(N-Bz) Phosphoramidite;N-blocked-5'-O-DMT 3'-CED deoxyadenosine phosphoramidite;(2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite;REF DUPL: dA(bz) Phosphoramidite;Bz-dA Phosphoramidite;N6-Benzoyl-2'-deoxy-3'-O-DMT-adenosine 5'-CE phosphoramidite;N6-Benzoyl-2'-deoxy-5'-O-DMT-adenosine 3'-CE phosphoramidite;2'DEOXYADENOSINE PHOSPHORAMADITE
• CAS NO: 98796-53-3
• Molecular Formula: C₄₇H₅₂N₇O₇P
• Molecular Weight: 857.93
• EINECS: 2017-001-1
• Mol File: 98796-53-3.mol
• Article Data: 17

Chemical Properties

• Appearance: white to off-white/
• Density: 1.23 at 20℃
• Vapor Pressure: 0-0Pa at 20-50℃
• Storage Temp.: Store at -20°C
• Solubility: soluble, clear
• PKA: 7.87±0.43(Predicted)
• CAS DataBase Reference: 5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite(98796-53-3)
• EPA Substance Registry System: 5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite(98796-53-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 98796-53-3(Hazardous Substances Data)

Usage

Physical form

Powder or granules

Color

White to off-white

Uses

N6-Benzoyl-2’-deoxy-5’-O-DMT-cytidine 3’-CE Phosphoramidite is used to prepare antisense oligonucleotides containing conformationally constrained methoxyaminomethylene and aminooxymethylene and aminomethylene bridged nucleoside analogs.

InChI:InChI=1/C21H23NO3.C8H11NO2.C3H6N2O2P/c23-20(25-19-15-22-13-11-16(19)12-14-22)21(24,17-7-3-1-4-8-17)18-9-5-2-6-10-18;9-4-3-6-1-2-7(10)8(11)5-6;1-3(2-4)7-8(5)6/h1-10,16,19,24H,11-15H2;1-2,5,10-11H,3-4,9H2;3H,5H2,1H3/q;;-1

Upstream product

• 17425-88-6 N,N-diisopropyl-1,1,1-trimethylsilylamine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 4546-72-9 N₆-benzoyl-2'-deoxyadenosine 
• 131420-63-8 2-O-cyanoethyl-N,N,N’,N’-tetraisopropylphosphordiamidite 
• 64325-78-6 N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine 
• 133728-84-4 C₅₀H₆₂N₇O₆P 
• 109-78-4 3-Hydroxypropionitrile 
• 108-18-9 diisopropylamine 
• 124482-92-4 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine 
• 174647-46-2 2-cyanoethoxy(N,N-diisopropylamino)3-nitro-1,2,4-triazolylphosphine 
• 102691-36-1 N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite 

Downstream Products

• 23339-47-1 d(ApT) 
• 725223-47-2 C₄₇H₅₂N₇O₇P 
• 1055202-14-6 C₁₀₂H₁₁₆N₁₂O₁₆P₂ 
• 1427269-34-8 N⁶-(benzoyl)-2'-deoxyadenosine 3'-(allyl 2-cyanoethyl phosphate) 
• 921197-86-6 N-benzyl-(3H-imidazo[2,1-i]purin-7-yl)methylamine 
• 921197-85-5 N-phenyl-(3H-imidazo[2,1-i]purin-7-yl)methylamine 
• 921198-00-7 N-benzyl-N-[(3H-imidazo[2,1-i]purin-7-yl)methyl]acetamide 
• 71100-65-7 C₄₁H₃₈N₆O₉P^(1-) 
• 119484-04-7 C₆₅H₅₉N₈O₁₅P 
• 119484-03-6 C₆₅H₅₉N₈O₁₄P 
• 119484-02-5 Phosphorochloridous acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester 
• 110887-20-2 Thiophosphoric acid O-{(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl} ester O',O''-bis-(2-cyano-ethyl) ester 

Relevant articles and documents

ON-DEMAND PHOSPHORAMIDITE SYNTHESIS

The invention relates to a method of synthesis of phosphoramidites by immobilization of a phosphitylation agent on a resin activated to create a charged resin, then putting in contact with the charged resin with a suitable substrate. Phosphoramidites are synthesized in a few minutes from the application of the starting materials. Thus, the process makes it possible to create specific phosphoramidites on demand when they are needed in other applications. The substrates to be applied are mainly nucleosides, thus making it possible to create nucleoside phosphoramidites for the subsequent synthesis of oligonucleotides.

Microwave-assisted preparation of nucleoside-phosphoramidites

Microwave-assisted phosphitylation of sterically hindered nucleosides is demonstrated to be an efficient method for the preparation of corresponding phosphoramidites (otherwise onerous under standard conditions) and is shown to be general in its applicability. the Partner Organisations 2014.

Selective synthesis of chlorophosphoramidites using ionic liquids

A range of chlorophosphoramidites have been prepared in ionic liquids and compared with material synthesised in molecular solvents. Through the use of ionic liquids as reaction media the moisture sensitivity and impurity issues hampering existing traditio