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

Base Information

Chemical Name:(E)-6-(2-Amino-3-chloro-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester
CAS No.:1027496-81-6
Molecular Formula:C₁₇H₂₄ClNO₃
Molecular Weight:325.835
Hs Code.:

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

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

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

There total 8 articles about (E)-6-(2-Amino-3-chloro-6-methoxy-4,5-dimethyl-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:

: 1026582-38-6
(E)-6-(2-tert-Butoxycarbonylamino-3-chloro-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

: 1027496-81-6
(E)-6-(2-Amino-3-chloro-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 50 ℃; for 12h;
DOI:10.1021/jm9603633

Reference yield:

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

: 1027496-81-6
(E)-6-(2-Amino-3-chloro-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: NCS / dimethylformamide

2: tetranitromethane

3: K₂CO₃ / dimethylformamide

4: 1.) Et₃N, formic acid, 2.) 1 N HCl / 1.) 5percent Pd/C / 1.) 90 deg C, 2.) reflux, 24 h

5: 1.42 g / NaHMDS / tetrahydrofuran / 0.17 h / -78 °C

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

With hydrogenchloride; N-chloro-succinimide; formic acid; tetranitromethane; tert.-butyl lithium; sodium hexamethyldisilazane; potassium carbonate; toluene-4-sulfonic acid; triethylamine; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm9603633

Reference yield:

: 36433-51-9
4-chloro-2,3,6-trimethylphenol

: 1027496-81-6
(E)-6-(2-Amino-3-chloro-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: tetranitromethane

2: K₂CO₃ / dimethylformamide

3: 1.) Et₃N, formic acid, 2.) 1 N HCl / 1.) 5percent Pd/C / 1.) 90 deg C, 2.) reflux, 24 h

4: 1.42 g / NaHMDS / tetrahydrofuran / 0.17 h / -78 °C

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

6: pivalic acid / Heating

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

With hydrogenchloride; formic acid; tetranitromethane; tert.-butyl lithium; sodium hexamethyldisilazane; potassium carbonate; toluene-4-sulfonic acid; triethylamine; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm9603633