(R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide

Base Information

• Chemical Name: (R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide
• CAS No.: 1428796-25-1
• Molecular Formula: C₃₃H₃₃N₃O₅
• Molecular Weight: 551.642
• Mol file: 1428796-25-1.mol

Synonyms:(R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide

Chemical Property of (R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide

There total 8 articles about (R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide 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:

7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylic acid (1428796-95-5) + (2R)-2-amino-3-(1H-indol-3-yl)propan-1-ol (154-09-6,526-53-4,2899-29-8,52485-52-6) → (R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide (1428796-25-1)

Guidance literature:

With benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 70h;

Reference yield:

(Z)-1,2,3-trimethoxy-4-(2-nitrovinyl)benzene (1428796-91-1) → (R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide (1428796-25-1)

Guidance literature:

Multi-step reaction with 7 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 65 °C / Inert atmosphere; Reflux

2: sodium hydrogencarbonate / 36 h / 20 °C

3: trichlorophosphate / toluene / 3 h / 90 - 120 °C / Inert atmosphere

4: potassium carbonate / acetonitrile / 2 h / Reflux

5: palladium diacetate; caesium carbonate; triphenylphosphine / 1,4-dioxane / 21.25 h / 80 °C / Inert atmosphere; Sealed tube

6: water; sodium hydroxide / ethanol / 18 h / 50 °C

7: benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 70 h / 20 °C

With lithium aluminium tetrahydride; water; palladium diacetate; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

N-(2,3,4-trimethoxyphenethyl)acetamide (107485-77-8) → (R)-N-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)-7,8,9-trimethoxy-3-phenyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxamide (1428796-25-1)

Guidance literature:

Multi-step reaction with 5 steps

1: trichlorophosphate / toluene / 3 h / 90 - 120 °C / Inert atmosphere

2: potassium carbonate / acetonitrile / 2 h / Reflux

3: palladium diacetate; caesium carbonate; triphenylphosphine / 1,4-dioxane / 21.25 h / 80 °C / Inert atmosphere; Sealed tube

4: water; sodium hydroxide / ethanol / 18 h / 50 °C

5: benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 70 h / 20 °C

With water; palladium diacetate; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

(Z)-1,2,3-trimethoxy-4-(2-nitrovinyl)benzene

2,3,4-trimethoxybenzaldehyde

2-(2,3,4-trimethoxyphenyl)ethylamine

N-(2,3,4-trimethoxyphenethyl)acetamide

Refernces