(1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

Base Information

Chemical Name:(1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
CAS No.:1355163-09-5
Molecular Formula:C₂₅H₂₄N₄O₅
Molecular Weight:460.489
Hs Code.:

Synonyms:(1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

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Chemical Property of (1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

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Technology Process of (1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

There total 4 articles about (1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate 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: 83.0%

: 1355163-08-4
(1S,3R)-methyl-2-benzyl-1-(4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

: 1355163-09-5
(1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: (1S,3R)-methyl-2-benzyl-1-(4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate; With triethylamine; In acetonitrile; at 20 ℃; for 0.25h;

With Methanesulfonyl azide; In acetonitrile; at 20 ℃; for 4h;
DOI:10.1021/np200759h

Reference yield:

: 217447-41-1
methyl 5,5-dimethoxy-3-oxo-4-pentanoate

: 1355163-09-5
(1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / acetonitrile / 40 h / 0 - 75 °C / Inert atmosphere

2.1: methanesulfonic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: triethylamine / acetonitrile / 0.25 h / 20 °C

3.2: 4 h / 20 °C

With methanesulfonic acid; acetic acid; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/np200759h

Reference yield:

: 1355163-05-1
(E)-ethyl-5-methoxy-3-oxo-4-pentenoate

: 1355163-09-5
(1S,3R)-methyl-2-benzyl-1-(3-diazo-4-methoxy-2,4-dioxobutyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid / acetonitrile / 15.5 h / 0 - 75 °C / Inert atmosphere

2.1: methanesulfonic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: triethylamine / acetonitrile / 0.25 h / 20 °C

3.2: 4 h / 20 °C

With methanesulfonic acid; acetic acid; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/np200759h