2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

Base Information

Chemical Name:2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester
CAS No.:438623-69-9
Molecular Formula:C₂₅H₂₆N₂O₅
Molecular Weight:434.492
Hs Code.:

Synonyms:2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

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Chemical Property of 2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

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Technology Process of 2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

There total 10 articles about 2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester 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:

: 438624-03-4
2-[(1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl)oxy]acetic acid methyl ester

: 438623-69-9
2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0.08 h / cooling

2: 1.31 g / NH₃ / CH₂Cl₂; dioxane / 0.25 h / cooling

With ammonia; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm0401309

Reference yield:

: (1-benzyl-3-chlorooxalyl-2-methyl-6,7,8,9-tetrahydro-1H-benzo[g]indol-4-yloxy)-acetic acid methyl ester

: 438623-69-9
2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

Guidance literature:: With ammonia; In 1,4-dioxane; dichloromethane; for 0.25h; cooling;
DOI:10.1021/jm0401309

Reference yield:

: 1730-48-9
6-methoxy-1,2,3,4-tetrahydronaphthalene

: 438623-69-9
2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: POCl₃ / 0.5 h / 0 °C

1.2: 53 percent / 4 h / 80 °C

2.1: 52 percent / NaOEt / diethyl ether; ethanol / 2 h / -10 °C

3.1: 83 percent / rhodium(II) acetate dimer / toluene / 5 h / Heating

4.1: NaH / dimethylformamide

4.2: 37 percent / dimethylformamide / 45 h

5.1: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / 20 °C

6.1: NaH / tetrahydrofuran / 0.25 h

6.2: MeI; CS₂ / tetrahydrofuran / 18 h

6.3: 79 percent / tri-n-butyltin hydride; 2,2'-azobisisobutyronitrile / toluene / 5 h / 90 °C

7.1: BBr₃ / CH₂Cl₂ / 0.5 h / 0 °C

8.1: 1.67 g / Cs₂CO₃ / dimethylformamide / 24 h / 20 °C

9.1: CH₂Cl₂ / 0.08 h / cooling

10.1: 1.31 g / NH₃ / CH₂Cl₂; dioxane / 0.25 h / cooling

With dirhodium tetraacetate; lithium aluminium tetrahydride; ammonia; sodium ethanolate; boron tribromide; sodium hydride; caesium carbonate; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.2: Vilsmeier reaction;
DOI:10.1021/jm0401309