5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)
CAS No.:1282033-21-9
Molecular Formula:C₅₄H₆₀N₇O₉P
Molecular Weight:982.086
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

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Chemical Property of 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

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Technology Process of 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

There total 9 articles about 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite) 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: 92.0%

: 1282033-20-8
5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 1282033-21-9
5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 3h; Inert atmosphere;
DOI:10.1039/c0cc04667a

Reference yield:

: 151390-97-5
2'-O-(1-propyn-3-yl)adenosine

: 1282033-21-9
5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 7 steps

1: chloro-trimethyl-silane / pyridine / 0.5 h

2: pyridine / 3 h

3: ammonia / water / 0.33 h / 20 °C

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 55 °C / Microwave irradiation

5: palladium 10% on activated carbon / methanol / 0.25 h / 30 °C / 15001.5 Torr

6: pyridine / 16 h / 20 °C

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; chloro-trimethyl-silane; palladium 10% on activated carbon; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; 4: Sonogashira coupling;
DOI:10.1039/c0cc04667a

Reference yield:

: C₁₉H₃₁N₅O₄Si₂

: 1282033-21-9
5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(3-(furan-2-yl)-propyl)-6-N-benzoyladenosine-3'-O-(2-cyanoethyl N, N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 3 h

2: ammonia / water / 0.33 h / 20 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 55 °C / Microwave irradiation

4: palladium 10% on activated carbon / methanol / 0.25 h / 30 °C / 15001.5 Torr

5: pyridine / 16 h / 20 °C

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 3: Sonogashira coupling;
DOI:10.1039/c0cc04667a