5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine
• CAS No.: 1275586-44-1
• Molecular Formula: C₄₄H₄₀N₄O₉
• Molecular Weight: 768.823
• Mol file: 1275586-44-1.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

There total 8 articles about 5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine 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: 57.0%

2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine (1275586-43-0) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine (1275586-44-1)

Guidance literature:

With pyridine; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol200141v

Reference yield:

3'-5'-O-di(tert-butyldimethylsilyl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine (1275586-42-9) → 5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine (1275586-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: pyridine / 20 °C / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/ol200141v

Reference yield:

2'-deoxyuridine (951-78-0,63844-76-8) → 5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine (1275586-44-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 90 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5: pyridine / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol200141v

upstream raw materials:

1-bromo-1-(3-nitrodibenzofuran-2-yl)-ethane

3'-5'-O-di(tert-butyldimethylsilyl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxycytosine