N²-isobutyryl-5'-O-monomethoxytrityl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

Base Information

• Chemical Name: N²-isobutyryl-5'-O-monomethoxytrityl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate
• CAS No.: 91592-87-9
• Molecular Formula: C₅₆H₅₂Cl₂N₇O₁₃P
• Molecular Weight: 1132.95

Synonyms:N²-isobutyryl-5'-O-monomethoxytrityl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

Chemical Property of N²-isobutyryl-5'-O-monomethoxytrityl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

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Technology Process of N²-isobutyryl-5'-O-monomethoxytrityl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

There total 5 articles about N²-isobutyryl-5'-O-monomethoxytrityl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate 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:

2-(4-nitrophenyl)ethanol (100-27-6) → N2-isobutyryl-5'-O-monomethoxytrityl-O6-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate (91592-87-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / triphenylphosphine, diethyl azodicarboxylate / dioxane / 24 h / Ambient temperature

2: 85 percent / conc. ammonia / dioxane / 72 h / Ambient temperature

3: 84 percent / pyridine / 24 h / Ambient temperature

4: 1.) 1,2,4-triazole / 1.) pyridine, 30 min; 2.) 6 h, r.t.

With 1,2,4-Triazole; ammonium hydroxide; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; pyridine;

DOI:10.1016/0040-4020(84)85103-0

Reference yield:

N2,3',5'-triisobutyryl-O6-p-nitrophenylethyl-2'-deoxyguanosine (82921-55-9) → N2-isobutyryl-5'-O-monomethoxytrityl-O6-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate (91592-87-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / DBU / pyridine / 1 h / Ambient temperature

2: 1.) triphenylphosphine, diethyl azodicarboxylate; 2.) conc ammonia / 1.) dioxane, 24 h, r.t.; 2.) dioxane, 3 d

3: 84 percent / pyridine / 24 h / Ambient temperature

4: 1.) 1,2,4-triazole / 1.) pyridine, 30 min; 2.) 6 h, r.t.

With 1,2,4-Triazole; ammonium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In pyridine;

DOI:10.1016/0040-4020(84)85103-0

Reference yield:

2'-deoxy-N2-isobutyrylguanosine 3',5'-diisobutyrate (82921-42-4) → N2-isobutyryl-5'-O-monomethoxytrityl-O6-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate (91592-87-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / triphenylphosphine, diethyl azodicarboxylate / dioxane / 24 h / Ambient temperature

2: 85 percent / conc. ammonia / dioxane / 72 h / Ambient temperature

3: 84 percent / pyridine / 24 h / Ambient temperature

4: 1.) 1,2,4-triazole / 1.) pyridine, 30 min; 2.) 6 h, r.t.

With 1,2,4-Triazole; ammonium hydroxide; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; pyridine;

DOI:10.1016/0040-4020(84)85103-0

upstream raw materials:

2-(4-nitrophenyl)ethanol

2,5-dichlorophenyl phosphorodichloridate

N²-isobutyryl5'-O-monomethoxytrityl-O⁶-<2-(p-nitrophenyl)ethyl>-2'-deoxyguanosine

N²,3',5'-triisobutyryl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine

Downstream raw materials:

N²-isobutyryl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-(2,5-dichlorophenyl,p-nitrophenylethyl)-phosphate

triethylammonium N²-isobutyryl-5'-O-monomethoxytrityl-O⁶-p-nitrophenylethyl-2'-deoxyguanosine-3'-p-nitrophenylethylphosphate

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