6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide

Base Information

Chemical Name:6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide
CAS No.:1291090-29-3
Molecular Formula:C₃₉H₄₀N₈O₄
Molecular Weight:684.798
Hs Code.:

Synonyms:6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide

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Chemical Property of 6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide

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Technology Process of 6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide

There total 11 articles about 6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide 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: 45.0%

: 1291090-48-6
2-(8-(4-(dimethylamino)phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl)hexanoic acid

: 6-(4-aminomethylbenzyloxy)-9H-purin-2-amine

: 1291090-29-3
6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.tet.2011.01.075

Reference yield:

: 39895-56-2
4-hydroxymethyl-benzylamine

: 1291090-29-3
6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane

2: potassium tert-butylate / dimethyl sulfoxide

3: potassium carbonate / methanol

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

With pyridine; potassium tert-butylate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.01.075

Reference yield:

: 1291090-42-0
2-(8-bromo-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl)hexanoic acid

: 1291090-29-3
6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide

Guidance literature:: Multi-step reaction with 3 steps

1: thionyl chloride / 1.5 h / Reflux

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate / ethanol; toluene / 6 h / 90 °C / Inert atmosphere

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl-formamide; toluene; 2: Suzuki coupling;
DOI:10.1016/j.tet.2011.01.075