3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one

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Chemical Name:3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one
CAS No.:149355-77-1
Molecular Formula:C₃₄H₂₇NO₁₁
Molecular Weight:625.588
Hs Code.:

Synonyms:3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one

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Chemical Property of 3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one

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Technology Process of 3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one

There total 18 articles about 3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[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: 92.0%

: 149355-79-3
14-(3-acetoxy-4-methoxyphenyl)-3,11-diacetoxy-2,12-dimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one

: 149355-77-1
3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In ethanol; for 24h; Heating;

Reference yield: 71.0%

: 108-24-7
acetic anhydride

: 149379-26-0
3,11-dihydroxy-14-(3-hydroxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano-[4′,3′:4,5]pyrrolo[2,1-a]isoquinolin-6-one

: 149355-77-1
3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one

Guidance literature:: With pyridine; at 0 - 20 ℃; for 14.5h;
DOI:10.1021/jm400719y

Reference yield:

: 621-59-0
isovanillin

: 149355-77-1
3,11-bis(acetoxy)-14-(3-acetoxy-4-methoxyphenyl)-2,12-dimethoxy-6H-[1]benzopyrano[4′,3′:4,5]pyrrolo[2,1-a]-isoquinolin-6-one

Guidance literature:: Multi-step reaction with 10 steps

1: potassium carbonate / acetone / 6 h / Heating

2: acetic acid; ethylenediamine / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 20 °C

4: sodium carbonate / dichloromethane; water / 2 h / 20 °C

5: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 20 °C

6: sodium hydrogencarbonate / acetonitrile / 18 h / Heating

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

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

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

10: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 18 h / Heating

With dmap; lithium aluminium tetrahydride; hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; acetic acid; ethylenediamine; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; 2: Knoevenagel reaction / 5: Bischler-Napieralski reaction;
DOI:10.1021/jo061810h