5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

Base Information

Chemical Name:5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine
CAS No.:191222-93-2
Molecular Formula:C₄₀H₃₆N₂O₈S
Molecular Weight:704.8
Hs Code.:

Synonyms:5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

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Chemical Property of 5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

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Technology Process of 5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

There total 5 articles about 5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine 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: 56.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 172531-42-9
5-(3-benzoylthiopropyn-1-yl)-2'-deoxyuridine

: 191222-93-2
5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; Heating;
DOI:10.1021/ja00147a004

Reference yield:

: 54-42-2,162239-35-2
5-Iodo-2'-deoxyuridine

: 191222-93-2
5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / imidazole / dimethylformamide / 2 h / 23 °C

2: 67 percent / Et₃N, Pd(PPh₃)4, CuI / dimethylformamide / 2 h / 23 °C

3: 1.) MsCl, Et₃N / 1.) CH₂Cl₂, -50 deg C, 40 min, 2.) CH₂Cl₂, from -50 deg C to RT, 3 h

4: 93 percent / nBu₄NF, Py*HF / pyridine / 20 h / 23 °C

5: 56 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 1 h / Heating

With 1H-imidazole; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; pyridine hydrogenfluoride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00147a004

Reference yield:

: 148134-86-5
2'-deoxy-3',5'-bis(O-tert-butyldimethylsilyl)-5-iodouridine

: 191222-93-2
5-(3-benzoylthioperopyn-1-yl)-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)uridine

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / Et₃N, Pd(PPh₃)4, CuI / dimethylformamide / 2 h / 23 °C

2: 1.) MsCl, Et₃N / 1.) CH₂Cl₂, -50 deg C, 40 min, 2.) CH₂Cl₂, from -50 deg C to RT, 3 h

3: 93 percent / nBu₄NF, Py*HF / pyridine / 20 h / 23 °C

4: 56 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 1 h / Heating

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; pyridine hydrogenfluoride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00147a004