2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester

Base Information

Chemical Name:2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester
CAS No.:714957-50-3
Molecular Formula:C₁₉H₂₈N₂O₃
Molecular Weight:332.443
Hs Code.:

Synonyms:2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester

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Chemical Property of 2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester

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Technology Process of 2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester

There total 10 articles about 2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl 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:

: 4-[2-(4-Methoxy-phenyl)-ethyl]-6-methyl-2-(2,2,2-trifluoro-acetyl)-heptanoic acid ethyl ester

: 714957-50-3
2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester

Guidance literature:: 4-[2-(4-Methoxy-phenyl)-ethyl]-6-methyl-2-(2,2,2-trifluoro-acetyl)-heptanoic acid ethyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.166667h;

With p-nitrobenzenesulfonyl azide; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jo0303766

Reference yield:

: 72178-64-4
p-Methoxy-styryl-isobutyl-keton

: 714957-50-3
2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 9.89 g / H₂ / Pd/C / methanol / 1.5 h / 20 °C / balloon

2.1: 94 percent / NaBH₄ / methanol / 0.83 h / 0 - 10 °C

3.1: 85 percent / CBr₄; PPh₃ / CH₂Cl₂ / 3 h / 0 °C

4.1: 74 percent / NaI; Cu / acetone / 12 h / Heating

5.1: 52 percent / NaI; FeCl₃; pyridine / Zn / 1 h / 20 °C

6.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.67 h / -78 - -40 °C

6.2: tetrahydrofuran / 12 h / 20 °C

7.1: DBU / CH₂Cl₂ / 0.17 h / 0 °C

7.2: 744 mg / p-nitrobenzenesulfonyl azide / CH₂Cl₂ / 12 h / 20 °C

With pyridine; sodium tetrahydroborate; carbon tetrabromide; hydrogen; iron(III) chloride; copper; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium iodide; lithium hexamethyldisilazane; palladium on activated charcoal; zinc; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jo0303766

Reference yield:

: 26496-86-6
1-(4-methoxy phenyl) 5-methyl hexan-3-ol

: 714957-50-3
2-diazo-4-[2-(4-methoxy-phenyl)-ethyl]-6-methyl-heptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85 percent / CBr₄; PPh₃ / CH₂Cl₂ / 3 h / 0 °C

2.1: 74 percent / NaI; Cu / acetone / 12 h / Heating

3.1: 52 percent / NaI; FeCl₃; pyridine / Zn / 1 h / 20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.67 h / -78 - -40 °C

4.2: tetrahydrofuran / 12 h / 20 °C

5.1: DBU / CH₂Cl₂ / 0.17 h / 0 °C

5.2: 744 mg / p-nitrobenzenesulfonyl azide / CH₂Cl₂ / 12 h / 20 °C

With pyridine; carbon tetrabromide; iron(III) chloride; copper; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium iodide; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo0303766