(E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Base Information

Chemical Name:(E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester
CAS No.:182011-45-6
Molecular Formula:C₁₇H₂₄N₂O₅
Molecular Weight:336.388
Hs Code.:

Synonyms:(E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

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Chemical Property of (E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

There total 10 articles about (E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic 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:

: 2416-94-6
2,3,6-trimethylphenol

: 182011-45-6
(E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 84 percent / tetrabutylammonium tribromide / CH₂Cl₂; methanol / 0.17 h

2: DMAP / CH₂Cl₂ / 3 h

3: 1.) trifluoroacetic acid, 90percent HNO₃, 2.) NH₄OH / 1.) a) 0 deg C, 1 h, b) from 0 deg C, 20 deg C, 1 h, 2.) MeOH, 30 min

4: K₂CO₃ / dimethylformamide

5: H₂, NaOAc / 5percent Pd/C / ethanol

6: tetrahydrofuran / 24 h

7: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to -20 deg C, 2.) THF, pentane, -78 deg C, 5 min

8: pivalic acid / Heating

9: p-TsOH*H₂O / methanol / 12 h / 50 °C

10: 0.15 g / 2,3-dimethyl-2-butene, pyridine, tetranitromethane / 0.5 h / 0 °C

With pyridine; dmap; ammonium hydroxide; 2,3-Dimethyl-2-butene; tetranitromethane; hydrogen; tert.-butyl lithium; nitric acid; sodium acetate; tetra-N-butylammonium tribromide; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9603633

Reference yield:

: 51857-41-1
4-bromo-2,3,6-trimethylphenol

: 182011-45-6
(E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: DMAP / CH₂Cl₂ / 3 h

2: 1.) trifluoroacetic acid, 90percent HNO₃, 2.) NH₄OH / 1.) a) 0 deg C, 1 h, b) from 0 deg C, 20 deg C, 1 h, 2.) MeOH, 30 min

3: K₂CO₃ / dimethylformamide

4: H₂, NaOAc / 5percent Pd/C / ethanol

5: tetrahydrofuran / 24 h

6: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to -20 deg C, 2.) THF, pentane, -78 deg C, 5 min

7: pivalic acid / Heating

8: p-TsOH*H₂O / methanol / 12 h / 50 °C

9: 0.15 g / 2,3-dimethyl-2-butene, pyridine, tetranitromethane / 0.5 h / 0 °C

With pyridine; dmap; ammonium hydroxide; 2,3-Dimethyl-2-butene; tetranitromethane; hydrogen; tert.-butyl lithium; nitric acid; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9603633

Reference yield:

: 182011-40-1
4-bromo-2,3,6-trimethyl-5-nitrophenol

: 182011-45-6
(E)-6-(2-Amino-6-methoxy-4,5-dimethyl-3-nitro-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃ / dimethylformamide

2: H₂, NaOAc / 5percent Pd/C / ethanol

3: tetrahydrofuran / 24 h

4: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to -20 deg C, 2.) THF, pentane, -78 deg C, 5 min

5: pivalic acid / Heating

6: p-TsOH*H₂O / methanol / 12 h / 50 °C

7: 0.15 g / 2,3-dimethyl-2-butene, pyridine, tetranitromethane / 0.5 h / 0 °C

With pyridine; 2,3-Dimethyl-2-butene; tetranitromethane; hydrogen; tert.-butyl lithium; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm9603633