3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N²-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine

Base Information

• Chemical Name: 3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N²-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine
• CAS No.: 1439607-53-0
• Molecular Formula: C₅₇H₆₅N₆O₉P
• Molecular Weight: 1009.15

Synonyms:

Chemical Property of 3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N²-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine

Chemical Property:

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Technology Process of 3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N²-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine

There total 4 articles about 3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N²-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine 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: 78.0%

C48H48N4O8 (1449676-22-5) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N2-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine (1439607-53-0,1439607-56-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1039/c3ob40472b

Reference yield:

N2-[2-[(9-fluorenylmethyloxycarbonyl)amino]ethyl]-2′-deoxy-5-methylisocytidine (1439607-41-6) → 3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N2-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine (1439607-53-0,1439607-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 1.5 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

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

DOI:10.1039/c3ob40472b

Reference yield:

C12H20N4O4 (1439607-44-9) → 3′-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5′-O-(4,4′-dimethoxytrityl)-N2-(2-((9-fluorenylmethyloxycarbonyl)amino)ethyl) 2′-deoxy-5-methylisocytidine (1439607-53-0,1439607-56-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / 1,4-dioxane / 2.5 h / 20 °C

2: pyridine / 1.5 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

With pyridine; sodium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1039/c3ob40472b

upstream raw materials:

C₄₈H₄₈N₄O₈

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

3,5'-cyclo-2'-deoxyguanosine

N²-[2-[(9-fluorenylmethyloxycarbonyl)amino]ethyl]-2′-deoxy-5-methylisocytidine

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