N²-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine

Base Information

• Chemical Name: N²-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine
• CAS No.: 1247023-33-1
• Molecular Formula: C₄₄H₅₃N₈O₉P
• Molecular Weight: 868.927

Synonyms:N²-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine

Chemical Property of N²-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine

Chemical Property:

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Technology Process of N²-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine

There total 10 articles about N²-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)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: 88.0%

N2-acetyl-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine (1247023-32-0) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → N2-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine (1247023-33-1)

Guidance literature:

With 1-methyl-1H-imidazole; 1H-tetrazole; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) → N2-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine (1247023-33-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / toluene / 0.25 h / Reflux

1.2: 4 h / Reflux

1.3: 4 h / Reflux

2.1: pyridine; 1-methyl-1H-imidazole / 4 h / 70 °C

3.1: triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2 h / 50 °C

4.1: pyridine / 20 °C

5.1: 1H-tetrazole; 1-methyl-1H-imidazole / N,N-dimethyl-formamide / 20 °C

With pyridine; 1-methyl-1H-imidazole; 1H-tetrazole; N,O-bis-(trimethylsilyl)-acetamide; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

Reference yield:

5-methyl-2'-O,4'-C-(N-methylaminomethylene)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)uridine → N2-acetyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine (1247023-33-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate / toluene / 100 °C

1.2: 1 h / 100 °C

2.1: pyridine; 1-methyl-1H-imidazole / 4 h / 70 °C

3.1: triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2 h / 50 °C

4.1: pyridine / 20 °C

5.1: 1H-tetrazole; 1-methyl-1H-imidazole / N,N-dimethyl-formamide / 20 °C

With pyridine; 1-methyl-1H-imidazole; 1H-tetrazole; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

upstream raw materials:

N²-acetyl-5'-O-(4,4'-dimethoxytriphenyl)methyl-2'-O,4'-C-(N-methylaminomethylene)guanosine

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

2-amino-1,9-dihydro-6H-purin-6-one

1-[3',5'-O-tetraisopropyldisiloxane-2'-O,4'-C-(N-methylaminomethylene)-β-D-ribofuranosyl]-5-methyl-4-(1,2,4-triazol-1-yl)pyrimidin-2-one

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