O⁶-cyanoethyl-N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine

Base Information

• Chemical Name: O⁶-cyanoethyl-N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine
• CAS No.: 1333502-04-7
• Molecular Formula: C₄₆H₄₅N₇O₁₀
• Molecular Weight: 855.904

Synonyms:O⁶-cyanoethyl-N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine

Chemical Property of O⁶-cyanoethyl-N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of O⁶-cyanoethyl-N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine

There total 2 articles about O⁶-cyanoethyl-N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine 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:

N2-phenoxyacetyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(2-cyanoethoxymethyl)guanosine (877774-46-4) → O6-cyanoethyl-N2-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine (1333502-04-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.1: 1-Methylpyrrolidine / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

2.2: 0.42 h / 0 °C / Inert atmosphere

3.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2 h / 35 °C / Inert atmosphere

4.1: pyridine / 9 h / 20 °C / Inert atmosphere

With 1-Methylpyrrolidine; pyridine; dmap; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo301052v

Reference yield:

C43H60N6O11SSi2 (1333502-01-4) → O6-cyanoethyl-N2-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine (1333502-04-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-Methylpyrrolidine / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

1.2: 0.42 h / 0 °C / Inert atmosphere

2.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2 h / 35 °C / Inert atmosphere

3.1: pyridine / 9 h / 20 °C / Inert atmosphere

With 1-Methylpyrrolidine; pyridine; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo301052v

Reference yield: 54.0%

(4R,5S)-oxazaphospholidine (866219-00-3) + O6-cyanoethyl-N2-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)guanosine (1333502-04-7) → C57H57N8O11P (1333502-12-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo301052v

upstream raw materials:

N²-phenoxyacetyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(2-cyanoethoxymethyl)guanosine

C₄₃H₆₀N₆O₁₁SSi₂

Downstream raw materials:

C₅₇H₅₇N₈O₁₁P

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