2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-ethyl-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-ethyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester
CAS No.:438623-67-7
Molecular Formula:C₂₆H₂₈N₂O₅
Molecular Weight:448.519
Hs Code.:

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

There total 11 articles about 2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-ethyl-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:

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

: 438623-67-7
2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-ethyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 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: tetrahydrofuran; toluene / 1 h / 2 °C

5.2: aq. NaOH / tetrahydrofuran; toluene; diethyl ether / 0.5 h

5.3: 73 percent / aq. HCl / acetone; CH₂Cl₂ / 0.33 h

6.1: 100 percent / NaBH₄ / ethanol / 2 h

7.1: 70 percent / Ac₂O; pyridine; 1,4-cyclohexadiene / Pd/C / tetrahydrofuran / 20 - 80 °C

8.1: BBr₃ / CH₂Cl₂ / 0.17 h / 0 °C

9.1: 479 mg / Cs₂CO₃ / dimethylformamide / 3 h / 20 °C

10.1: CH₂Cl₂ / 0.75 h / 0 °C

11.1: 485 mg / NH₃ / CH₂Cl₂; dioxane / 0.25 h

With pyridine; dirhodium tetraacetate; sodium tetrahydroborate; cyclohexa-1,4-diene; ammonia; sodium ethanolate; acetic anhydride; boron tribromide; sodium hydride; caesium carbonate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.2: Vilsmeier reaction;
DOI:10.1021/jm0401309

Reference yield:

: 78112-35-3
6-methoxy-1,2,3,4-tetrahydronaphthalene-7-carbaldehyde

: 438623-67-7
2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-ethyl-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: 52 percent / NaOEt / diethyl ether; ethanol / 2 h / -10 °C

2.1: 83 percent / rhodium(II) acetate dimer / toluene / 5 h / Heating

3.1: NaH / dimethylformamide

3.2: 37 percent / dimethylformamide / 45 h

4.1: tetrahydrofuran; toluene / 1 h / 2 °C

4.2: aq. NaOH / tetrahydrofuran; toluene; diethyl ether / 0.5 h

4.3: 73 percent / aq. HCl / acetone; CH₂Cl₂ / 0.33 h

5.1: 100 percent / NaBH₄ / ethanol / 2 h

6.1: 70 percent / Ac₂O; pyridine; 1,4-cyclohexadiene / Pd/C / tetrahydrofuran / 20 - 80 °C

7.1: BBr₃ / CH₂Cl₂ / 0.17 h / 0 °C

8.1: 479 mg / Cs₂CO₃ / dimethylformamide / 3 h / 20 °C

9.1: CH₂Cl₂ / 0.75 h / 0 °C

10.1: 485 mg / NH₃ / CH₂Cl₂; dioxane / 0.25 h

With pyridine; dirhodium tetraacetate; sodium tetrahydroborate; cyclohexa-1,4-diene; ammonia; sodium ethanolate; acetic anhydride; boron tribromide; sodium hydride; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0401309

Reference yield:

: 3-(3-methoxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-azido-2-propenoic acid ethyl ester

: 438623-67-7
2-[[3-(2-Amino-1,2-dioxoethyl)-1-benzyl-2-ethyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 83 percent / rhodium(II) acetate dimer / toluene / 5 h / Heating

2.1: NaH / dimethylformamide

2.2: 37 percent / dimethylformamide / 45 h

3.1: tetrahydrofuran; toluene / 1 h / 2 °C

3.2: aq. NaOH / tetrahydrofuran; toluene; diethyl ether / 0.5 h

3.3: 73 percent / aq. HCl / acetone; CH₂Cl₂ / 0.33 h

4.1: 100 percent / NaBH₄ / ethanol / 2 h

5.1: 70 percent / Ac₂O; pyridine; 1,4-cyclohexadiene / Pd/C / tetrahydrofuran / 20 - 80 °C

6.1: BBr₃ / CH₂Cl₂ / 0.17 h / 0 °C

7.1: 479 mg / Cs₂CO₃ / dimethylformamide / 3 h / 20 °C

8.1: CH₂Cl₂ / 0.75 h / 0 °C

9.1: 485 mg / NH₃ / CH₂Cl₂; dioxane / 0.25 h

With pyridine; dirhodium tetraacetate; sodium tetrahydroborate; cyclohexa-1,4-diene; ammonia; acetic anhydride; boron tribromide; sodium hydride; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0401309