N⁴-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

Base Information

• Chemical Name: N⁴-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(2-cyanoethyl)-N,N-diisopropylphosphoramidite
• CAS No.: 1472616-84-4
• Molecular Formula: C₄₃H₅₀N₅O₈P
• Molecular Weight: 795.872

Synonyms:

Chemical Property of N⁴-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

There total 3 articles about N⁴-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(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: 63.0%

N4-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine (1472616-83-3) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → N4-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(2-cyanoethyl)-N,N-diisopropylphosphoramidite (1472616-84-4,1472616-85-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/jo401780u

Reference yield:

4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-ethynylpyrimidin-2(1H)-one (69075-47-4) → N4-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(2-cyanoethyl)-N,N-diisopropylphosphoramidite (1472616-84-4,1472616-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 5 h / 20 °C

2: N,N-dimethyl-formamide / 36 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo401780u

Reference yield:

5-trimethylsilylethynyl-2′-deoxycytidine (1279719-43-5) → N4-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine 3′-(2-cyanoethyl)-N,N-diisopropylphosphoramidite (1472616-84-4,1472616-85-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / methanol / 1 h / 20 °C

2: pyridine / 5 h / 20 °C

3: N,N-dimethyl-formamide / 36 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 20 °C

With pyridine; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo401780u

upstream raw materials:

N⁴-acetyl-1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-ethynylcytosine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

5-trimethylsilylethynyl-2′-deoxycytidine

4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-ethynylpyrimidin-2(1H)-one

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