2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate

Base Information

• Chemical Name: 2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate
• CAS No.: 519753-09-4
• Molecular Formula: C₃₁H₃₁NO₇
• Molecular Weight: 529.59
• Mol file: 519753-09-4.mol

Synonyms:2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate

Chemical Property of 2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate

There total 3 articles about 2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate 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: 72.0%

O-Ethoxycarbonyl-o-acetylphenol (64042-56-4) + 3,4-dihydropapaverine (6957-27-3) → 2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate (519753-09-4)

Guidance literature:

O-Ethoxycarbonyl-o-acetylphenol; With benzyltrimethylazanium tribroman-2-uide; In dichloromethane; at 0 - 20 ℃; for 18h;

3,4-dihydropapaverine; With sodium hydrogencarbonate; In acetonitrile; for 18h; Heating;

DOI:10.1021/jo050388m

Reference yield: 72.0%

chloroformic acid ethyl ester (541-41-3) + 2-[1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinolin-2-yl]-phenol → 2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate (519753-09-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(02)02887-3

Reference yield:

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3.4-dihydroisoquinoline hydrochloride (5884-22-0) + 2-(2-bromoacetyl)phenyl ethyl carbonate (519753-07-2) → 2-[1-(3,4-dimethoxyphenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinolin-2-yl]phenyl ethyl carbonate (519753-09-4)

Guidance literature:

With sodium hydrogencarbonate; In acetonitrile; Heating;

DOI:10.1016/S0040-4039(02)02887-3

upstream raw materials:

chloroformic acid ethyl ester

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3.4-dihydroisoquinoline hydrochloride

2-(2-bromoacetyl)phenyl ethyl carbonate

O-Ethoxycarbonyl-o-acetylphenol

Downstream raw materials:

carbonic acid 2-[3-bromo-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinolin-2-yl]-phenyl ester ethyl ester

Refernces

• 1、 Ploypradith, Poonsakdi,Jinaglueng, Wiyada,Pavaro, Chitkavee,Ruchirawat, Somsak. "Further developments in the synthesis of lamellarin alkaloids via direct metal-halogen exchange". . p. 1363 - 1366. Retrieved 2007/10/03.