1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one

Base Information

Chemical Name:1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one
CAS No.:1356495-49-2
Molecular Formula:C₂₁H₂₀N₂O₄S
Molecular Weight:396.467
Hs Code.:

Synonyms:1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one

There total 3 articles about 1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)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: 40.0%

: N-[5-methoxy-1-({(4-methylphenyl)sulfonyl}-1H-indol-3yl)methyl]pyroglutamic acid

: 1356495-48-1
7-methoxy-5,10-dihydro-1H-indolizino[7,6-b]indol-3,11 (2H,11aH)dione

: 1356495-53-8
3-(4-hydroxy-8-methoxy-5H-pyrido[4,3-b]indol-3-yl)propionic acid

: 1356495-49-2
1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one

Guidance literature:: N-[5-methoxy-1-({(4-methylphenyl)sulfonyl}-1H-indol-3yl)methyl]pyroglutamic acid; With trifluoroacetic anhydride; In 1,2-dichloro-ethane; for 0.5h; Reflux; Inert atmosphere;

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; for 10h; Reflux; Inert atmosphere;

With potassium carbonate; In water; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2011.11.071

Reference yield:

: N-(5-methoxy-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-ylmethyl)glutamic acid

: 1356495-49-2
1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one

Guidance literature:: Multi-step reaction with 2 steps

1.1: water / 4 h / Reflux

2.1: trifluoroacetic anhydride / 1,2-dichloro-ethane / 0.5 h / Reflux; Inert atmosphere

2.2: 10 h / Reflux; Inert atmosphere

2.3: 2 h / 20 °C

With trifluoroacetic anhydride; In water; 1,2-dichloro-ethane; 2.1: Friedel Crafts cyclization / 2.2: Friedel Crafts cyclization;
DOI:10.1016/j.tet.2011.11.071

Reference yield:

: 122284-61-1
5-methoxy-1-(p-methylphenylsulfonyl)-1H-indol-3-carbaldehyde

: 1356495-49-2
1-methoxy-4[(4-methylphenyl)sulfonyl]-4,9,10,10a-tetrahydrodipyrrolo[2-1-a:4,3',2'-de]isoquinolin-8(6H)one

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / methanol / 3 h / 20 °C

1.2: 12 h / -40 °C

1.3: pH 3

2.1: water / 4 h / Reflux

3.1: trifluoroacetic anhydride / 1,2-dichloro-ethane / 0.5 h / Reflux; Inert atmosphere

3.2: 10 h / Reflux; Inert atmosphere

3.3: 2 h / 20 °C

With triethylamine; trifluoroacetic anhydride; In methanol; water; 1,2-dichloro-ethane; 3.1: Friedel Crafts cyclization / 3.2: Friedel Crafts cyclization;
DOI:10.1016/j.tet.2011.11.071