5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N₁-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N₁-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose
• CAS No.: 862980-72-1
• Molecular Formula: C₅₃H₆₀N₄O₁₀
• Molecular Weight: 913.08

Synonyms:5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N₁-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N₁-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N₁-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose

There total 2 articles about 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N₁-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose 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: 60.0%

1-(2-succinamidoethylamino)-4-(methylamino)anthraquinone (546103-07-5) + 1-(6-aminohexyloxy)-5-(4,4'-dimethoxytrityl)-2-deoxy-α-D-ribose → 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N1-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose (862980-72-1)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1039/b300934c

Reference yield:

disperse blue 3 (86722-66-9) → 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N1-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose (862980-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: phthalimide; PPh₃; diethylazodicarboxylate / tetrahydrofuran / 1.5 h / 20 °C

1.2: 90 percent / hydrazine monohydrate / CH₂Cl₂; methanol / 15 h / 20 °C

2.1: 90 percent / N-dimethylaminopyridine; pyridine / 1.5 h / 20 °C

3.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide / 0.17 h

3.2: 60 percent / (i-Pr)2NEt / dimethylformamide / 15 h

With pyridine; dmap; phthalimide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/b504759e

Reference yield: 94.0%

succinic acid anhydride (108-30-5) + 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N1-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-D-ribose (862980-72-1) → 5'-O-(4,4'-dimethoxytrityl)-1'-O-(6-N1-(2-((4-(methylamino)anthraquinone)amino)ethyl)succinamidohexyl)-2'-deoxy-3'-O-oxobutanoic acid-D-ribose

Guidance literature:

With pyridine; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; at 20 - 60 ℃; for 23h;

DOI:10.1039/b300934c

upstream raw materials:

1-(2-succinamidoethylamino)-4-(methylamino)anthraquinone

disperse blue 3

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