5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Base Information

• Chemical Name: 5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
• CAS No.: 110764-79-9
• Molecular Formula: C₄₀H₄₉N₄O₉P
• Molecular Weight: 760.824
• DSSTox Substance ID: DTXSID30447505
• Nikkaji Number: J1.881.443I
• Mol file: 110764-79-9.mol

Synonyms:110764-79-9;5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite;DMT-2'O-Methyl-rU Phosphoramidite;3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(2,4-dioxopyrimidin-1-yl)-4-methoxyoxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile;3-[({[(2R,3R,4R,5R)-2-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-methoxyoxolan-3-yl]oxy}[bis(propan-2-yl)amino]phosphanyl)oxy]propanenitrile;DMT-2'O-Methyl-rU Phosphoramidite, configured for ABI;Dmt-2'o-methyl-ru amidite;DMT-2'O-Methyl-rU Phosphoramidite, configured for ??KTA(R) and OligoPilot(R);SCHEMBL1539684;DTXSID30447505;MFCD00792626;HY-W101391;AC-32379;AS-74548;BP-28833;CS-0154033;5'-O-DMT-2'-OMe-Uridine-CE Phosphoramidite;C71367;J-700063;DMT-2'O-Methyl-rU Phosphoramidite, configured for MerMade;(2R,3R,4R,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methoxytetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite;2'-O-Methyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytrityl)uridine;5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-(2-cyanoethyl diisopropylphosphoramidite);5/'-O-(4,4-Dimethoxytrityl)-2/'-O-methyluridine-3/'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Chemical Property of 5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Chemical Property:

• PKA: 9.39±0.10(Predicted)
• PSA: 160.09000
• LogP: 6.13608
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 18
• Exact Mass: 760.32371615
• Heavy Atom Count: 54
• Complexity: 1240

Purity/Quality:

98%, ^*data from raw suppliers

5''-O-DMT-2''-O-methyluridine3''-CEPhosphoramidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1OC)N2C=CC(=O)NC2=O)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC
• Isomeric SMILES: CC(C)N(C(C)C)P(OCCC#N)O[C@@H]1[C@H](O[C@H]([C@@H]1OC)N2C=CC(=O)NC2=O)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

Technology Process of 5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

There total 2 articles about 5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

→ 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine (160636-25-9,160636-27-1,110764-79-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; for 0.0833333h;

With dmap; In dichloromethane; toluene; for 0.133333h;

Reference yield: 88.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + 5'-O-(4,4'-dimethoxytrityl)-2'-O-methyluridine (103285-22-9) → 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine (160636-25-9,160636-27-1,110764-79-9)

Guidance literature:

With pyridinium trifluroacetate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/op990086k

Reference yield: 89.0%

2’-deoxy-2’-fluoro-3’-O-(tert-butyldimethylsilyl)uridine (1445379-59-8) + 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V) (1266134-54-6) + 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine (160636-25-9,160636-27-1,110764-79-9) → C51H65FN7O14PSi

Guidance literature:

2’-deoxy-2’-fluoro-3’-O-(tert-butyldimethylsilyl)uridine; 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; With 5-(ethylthio)-1H-tetrazole; In acetonitrile; at 20 ℃; for 0.0833333h; Inert atmosphere;

2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V); In acetonitrile; for 0.0833333h;

With triethylamine; In acetonitrile;

upstream raw materials:

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

5'-O-(4,4'-dimethoxytrityl)-2'-O-methyluridine

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