2',3',5'-tris(O-triethylsilyl)-N²-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine

Base Information

• Chemical Name: 2',3',5'-tris(O-triethylsilyl)-N²-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine
• CAS No.: 190836-78-3
• Molecular Formula: C₄₂H₇₆N₆O₇Si₄
• Molecular Weight: 889.443

Synonyms:2',3',5'-tris(O-triethylsilyl)-N²-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine

Chemical Property of 2',3',5'-tris(O-triethylsilyl)-N²-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine

Chemical Property:

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Technology Process of 2',3',5'-tris(O-triethylsilyl)-N²-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine

There total 3 articles about 2',3',5'-tris(O-triethylsilyl)-N²-(triethylsilyl)-6-O-(4-nitrophenethyl)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: 87.0%

2-(4-nitrophenyl)ethanol (100-27-6) + 2',3',5'-tris(O-triethylsilyl)-N2-(triethylsilyl)guanosine (190836-77-2) → 2',3',5'-tris(O-triethylsilyl)-N2-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine (190836-78-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/ja962858n

Reference yield:

triethylsilyl chloride (994-30-9) → 2',3',5'-tris(O-triethylsilyl)-N2-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine (190836-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / imidazole / dimethylformamide / 10 h / 0 - 20 °C

2: 87 percent / triphenylphosphine; diethyl azodicarboxylate / dioxane / 20 °C

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; N,N-dimethyl-formamide; 1: silylation / 2: Etherification;

DOI:10.1021/ja962858n

Reference yield:

G (118-00-3) → 2',3',5'-tris(O-triethylsilyl)-N2-(triethylsilyl)-6-O-(4-nitrophenethyl)guanosine (190836-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / imidazole / dimethylformamide / 10 h / 0 - 20 °C

2: 87 percent / triphenylphosphine; diethyl azodicarboxylate / dioxane / 20 °C

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; N,N-dimethyl-formamide; 1: silylation / 2: Etherification;

DOI:10.1021/ja962858n

upstream raw materials:

2-(4-nitrophenyl)ethanol

2',3',5'-tris(O-triethylsilyl)-N²-(triethylsilyl)guanosine

triethylsilyl chloride

G

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-3'-O-[(2-cyanoethoxy)(N,N-diisopropylamino)phosphino]-2'-O-(tert-butyldimethylsilyl)-2-fluoro-6-O-(4-nitrophenethyl)inosine

2-fluoro-O⁶-<2-(4-nitrophenyl)ethyl>inosine

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