5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Base Information

Chemical Name:5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine
CAS No.:1417629-94-7
Molecular Formula:C₄₂H₄₄N₄O₁₀S
Molecular Weight:796.898
Hs Code.:

Synonyms:5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

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Technology Process of 5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

There total 7 articles about 5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine 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: 72.0%

: 1417629-79-8
5-(allylamino)-5'-O-(4,4'-dimethoxytrityl)-3'-O-acetyl-2'-deoxyuridine

: 116943-62-5
N-(N'-benzylsulfamoyl)-1,3-oxazolidin-2-one

: 1417629-94-7
5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Guidance literature:: With triethylamine; In acetonitrile; for 20h; Inert atmosphere; Reflux;
DOI:10.1002/chem.201201662 DOI:10.1002/chem.201201662

Reference yield:

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

: 1417629-94-7
5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 7 steps

1: sodium tetrachloropalladate(II) / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

2: ammonium hydroxide / 5 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: pyridine / 20 °C / Inert atmosphere

5: 5 h / 20 °C / Inert atmosphere

6: piperidine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

7: triethylamine / acetonitrile / 20 h / Inert atmosphere; Reflux

With piperidine; pyridine; ammonium hydroxide; sodium tetrachloropalladate(II); triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.201201662 DOI:10.1002/chem.201201662

Reference yield:

: 96102-22-6
5-(3'-trifluoroacetamidoallyl)-2'-deoxyuridine

: 1417629-94-7
5-[3-(N-benzylsulfamoyl)aminoallylamino]-5’-O-(4,4’-dimethoxytrityl)-3’-O-acetyl-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 6 steps

1: ammonium hydroxide / 5 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: pyridine / 20 °C / Inert atmosphere

4: 5 h / 20 °C / Inert atmosphere

5: piperidine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

6: triethylamine / acetonitrile / 20 h / Inert atmosphere; Reflux

With piperidine; pyridine; ammonium hydroxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.201201662 DOI:10.1002/chem.201201662