14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Base Information

• Chemical Name: 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one
• CAS No.: 215715-38-1
• Molecular Formula: C₃₄H₃₁NO₁₁
• Molecular Weight: 629.62
• Mol file: 215715-38-1.mol

Synonyms:14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Chemical Property of 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

There total 12 articles about 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 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: 96.0%

acetyl chloride (75-36-5) + Lamellarin T (189083-78-1) → 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one (215715-38-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo061810h

Reference yield:

1-(3-benzyloxy-4-methoxy-benzyl)-5,6,7-trimethoxy-3,4-dihydro-isoquinoline (919082-26-1) → 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one (215715-38-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / acetonitrile / 18 h / Heating

2: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C / 3878.61 Torr

3: sodium hydride / tetrahydrofuran / 0 - 20 °C

4: dmap; triethylamine / dichloromethane / 4 h / 20 °C

With dmap; hydrogen; sodium hydride; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1021/jo061810h

Reference yield:

ethyl 1-(3-benzyloxy-4-methoxyphenyl)-2-(2,4-dibenzyloxy-5-methoxyphenyl)-7,8,9-trimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate (919082-33-0) → 14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one (215715-38-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / palladium on activated charcoal / ethyl acetate / 20 °C / 3878.61 Torr

2: sodium hydride / tetrahydrofuran / 0 - 20 °C

3: dmap; triethylamine / dichloromethane / 4 h / 20 °C

With dmap; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/jo061810h

upstream raw materials:

acetyl chloride

Lamellarin T

1-(3-benzyloxy-4-methoxy-benzyl)-5,6,7-trimethoxy-3,4-dihydro-isoquinoline

ethyl 1-(3-benzyloxy-4-methoxyphenyl)-2-(2,4-dibenzyloxy-5-methoxyphenyl)-7,8,9-trimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate

Downstream raw materials:

14-(3-acetoxy-4-methoxyphenyl)-3-acetoxy-2,10,11,12-tetramethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one