2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate

Base Information

Chemical Name:2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate
CAS No.:413578-25-3
Molecular Formula:C₃₃H₃₂N₂O₇
Molecular Weight:568.626
Hs Code.:

Synonyms:2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate

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Chemical Property of 2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate

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Technology Process of 2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate

There total 9 articles about 2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate 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: 37.0%

: 413578-24-2
2-[4-benzyloxy-2-aminonaphthalen-1-yl]ethyl acetate

: 128781-07-7
5,6,7-trimethoxy-1H-indole-2-carboxylic acid

: 413578-25-3
2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate

Guidance literature:: With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 20 - 60 ℃; for 120h;
DOI:10.1021/jm050179u

Reference yield:

: 413577-69-2
ethyl (4-amino-2-nitronaphthalen-1-yl)acetate

: 413578-25-3
2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. H₂SO₄ / 20 °C

1.2: aq. NaNO₂ / 0.08 h / 3 °C

1.3: 42 percent / aq. CuNO₃; Cu₂O / 3 h / 10 °C

2.1: K₂CO₃ / acetone / 20 °C

3.1: DIBAL-H / tetrahydrofuran / 0.25 h / 0 °C

4.1: 0.21 g / pyridine / 20 °C

5.1: H₂ / PtO₂ / tetrahydrofuran / 1 h / 20 °C / 2844.31 Torr

6.1: 37 percent / 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; pyridine / 120 h / 20 - 60 °C

With pyridine; sulfuric acid; hydrogen; diisobutylaluminium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; platinum(IV) oxide; In tetrahydrofuran; acetone;
DOI:10.1021/jm050179u

Reference yield:

: 413578-20-8
ethyl (4-hydroxy-2-nitronaphthalen-1-yl)acetate

: 413578-25-3
2-[4-benzyloxy-2-(5,6,7-trimethoxyindole-2-carboxamido)naphthalen-1-yl]ethyl acetate

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / acetone / 20 °C

2: DIBAL-H / tetrahydrofuran / 0.25 h / 0 °C

3: 0.21 g / pyridine / 20 °C

4: H₂ / PtO₂ / tetrahydrofuran / 1 h / 20 °C / 2844.31 Torr

5: 37 percent / 1-hydroxybenzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; pyridine / 120 h / 20 - 60 °C

With pyridine; hydrogen; diisobutylaluminium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; platinum(IV) oxide; In tetrahydrofuran; acetone;
DOI:10.1021/jm050179u