2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester

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Chemical Name:2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester
CAS No.:110512-00-0
Molecular Formula:C₂₀H₂₆N₂O₃
Molecular Weight:342.438
Hs Code.:

Synonyms:2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester

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Chemical Property of 2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester

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Technology Process of 2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester

There total 5 articles about 2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic 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: 86.0%

: 623-73-4
diazoacetic acid ethyl ester

: 110511-82-5
1-[2-(2-Methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienecarbaldehyde

: 110512-00-0
2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1021/ja00254a051

Reference yield:

: 110511-79-0
2-(2-methylcyclohexa-1,4-dien-1-yl)ethan-1-ol

: 110512-00-0
2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / Ph₃P, imidazole, iodine / diethyl ether; acetonitrile / 0.5 h / 25 °C

2: 1.) LDA, 2.) hexamethylphosphoric triamide / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 5 h; -78 to -20 deg C, 9 h

3: 90 percent / diisobutylaluminum hydride / CH₂Cl₂ / 2.5 h / -78 °C

4: 95 percent / oxalyl chloride, dimethyl sulfoxide, triethylamine / CH₂Cl₂ / 0.5 h / -60 °C

5: 86 percent / LDA / tetrahydrofuran / 2 h / -78 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; iodine; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/ja00254a051

Reference yield:

: 110511-80-3
1-(2-Iodo-ethyl)-2-methyl-cyclohexa-1,4-diene

: 110512-00-0
2-Diazo-3-hydroxy-3-{1-[2-(2-methyl-cyclohexa-1,4-dienyl)-ethyl]-cyclohexa-2,4-dienyl}-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LDA, 2.) hexamethylphosphoric triamide / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 5 h; -78 to -20 deg C, 9 h

2: 90 percent / diisobutylaluminum hydride / CH₂Cl₂ / 2.5 h / -78 °C

3: 95 percent / oxalyl chloride, dimethyl sulfoxide, triethylamine / CH₂Cl₂ / 0.5 h / -60 °C

4: 86 percent / LDA / tetrahydrofuran / 2 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00254a051