DMT-dU Phosphoramidite

Base Information

• Chemical Name: DMT-dU Phosphoramidite
• CAS No.: 109389-30-2
• Molecular Formula: C39H47 N4 O8 P
• Molecular Weight: 730.798
• DSSTox Substance ID: DTXSID80453691
• Nikkaji Number: J1.267.938F
• Mol file: 109389-30-2.mol

Synonyms:DMT-dU Phosphoramidite;DMT-dU-CE Phosphoramidite;(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite;3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile;DMT-dU Phosphoramidite, configured for ABI;Dmt-du amidite;CTK8E9370;2'-Deoxy-5'-O-DMT-pseudouridine 3'-CE phosphoramidite;starbld0001430;DTXSID80453691;HG1244;AKOS040755448;AC-32364;BP-29973;PD157440;HY-132136;CS-0149454;5'-O-DMT-2'-DEOXYURIDINE-3'-CE-PHOSPHORAMIDITE;2'-Deoxy-5'-O-(4,4-dimethoxytrityl) uridine-3'-CED phosphoramidite;3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

Chemical Property of DMT-dU Phosphoramidite

Chemical Property:

• PKA: 9.39±0.10(Predicted)
• PSA: 150.86000
• LogP: 6.51118
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 17
• Exact Mass: 730.31315147
• Heavy Atom Count: 52
• Complexity: 1190

Purity/Quality:

97% ^*data from raw suppliers

Dmt-DuAmidite ^*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)OC1CC(OC1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=CC(=O)NC5=O
• Isomeric SMILES: CC(C)N(C(C)C)P(OCCC#N)O[C@H]1C[C@@H](O[C@@H]1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=CC(=O)NC5=O
• Uses: Dmt-Du Amidite is used as a reactant in the synthesis of nucleotide related substances.

Technology Process of DMT-dU Phosphoramidite

There total 1 articles about DMT-dU 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:

DMT-dU (23669-79-6) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (109389-30-2)

Guidance literature:

DMT-dU; With 1H-tetrazole; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2008.09.062

Reference yield: 58.0%

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (109389-30-2) + (S)-1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione (349490-14-8) → C49H52N5O14PSe (349490-16-0)

Guidance literature:

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester; (S)-1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione; With 1H-tetrazole; In tetrahydrofuran; acetonitrile; at 0 ℃; for 4h;

With 2,6-dimethylpyridine; water; iodine; In tetrahydrofuran; Further stages.;

DOI:10.1021/ja010180s

Reference yield: 51.0%

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (109389-30-2) + (R)-1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione (349490-13-7) → C49H52N5O14PSe (349490-15-9)

Guidance literature:

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester; (R)-1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-5-phenylselanyl-dihydro-pyrimidine-2,4-dione; With 1H-tetrazole; In tetrahydrofuran; acetonitrile; at 0 ℃; for 0.5h;

With 2,6-dimethylpyridine; water; iodine; In tetrahydrofuran; for 0.5h; Further stages.;

DOI:10.1021/ja010180s

upstream raw materials:

DMT-dU

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

Downstream raw materials:

C₄₉H₅₂N₅O₁₄PSe

C₄₉H₅₂N₅O₁₄PSe

C₄₉H₆₂N₅O₁₄PSi

C₄₉H₆₂N₅O₁₅PSi

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