5'-O-(monomethoxytrityl)-N²,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

Base Information

• Chemical Name: 5'-O-(monomethoxytrityl)-N²,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine
• CAS No.: 112123-77-0
• Molecular Formula: C₆₅H₅₇N₉O₂₀
• Molecular Weight: 1284.22

Synonyms:5'-O-(monomethoxytrityl)-N²,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

Chemical Property of 5'-O-(monomethoxytrityl)-N²,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-(monomethoxytrityl)-N²,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

There total 7 articles about 5'-O-(monomethoxytrityl)-N²,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>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: 69.0%

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) + 5'-O-(monomethoxytrityl)-N2-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>guanosine (148144-86-9) → 5'-O-(monomethoxytrityl)-N2,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>guanosine (112123-77-0)

Guidance literature:

With dmap; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1002/hlca.19930760122

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → 5'-O-(monomethoxytrityl)-N2,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>guanosine (112123-77-0)

Guidance literature:

Multi-step reaction with 5 steps

1: PPh₃, diethyl azodicarboxylate / dioxane / 1) 80 deg C, 45 min, 2) 60 deg C, 1 h

2: pyridine / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) 18 h, RT

3: conc. NH₃ / methanol; dioxane / 20 h / 4 °C

4: 78 percent / pyridine / 15 h

5: 69 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; dmap; ammonium hydroxide; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1002/hlca.19930760122

Reference yield:

N2-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>guanosine (148144-85-8) → 5'-O-(monomethoxytrityl)-N2,2'-O,3'-O-tris<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>guanosine (112123-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / pyridine / 15 h

2: 69 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; dmap; In dichloromethane;

DOI:10.1002/hlca.19930760122

upstream raw materials:

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride

5'-O-(monomethoxytrityl)-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

2-(4-nitrophenyl)ethanol

N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

Downstream raw materials:

5'-O-(monomethoxytrityl)guanosine

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