1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

Base Information

Chemical Name:1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester
CAS No.:143406-45-5
Molecular Formula:C₁₄H₁₈O₅
Molecular Weight:266.294
Hs Code.:

Synonyms:1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

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Chemical Property of 1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

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Technology Process of 1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

There total 1 articles about 1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic 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:

: 30889-20-4
methyl cyclohexa-2,5-diene-1-carboxylate

: 143406-44-4
(Z)-3-(tert-Butyl-dimethyl-silanyloxy)-penta-2,4-dienoic acid methyl ester

: 143406-45-5
1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

Guidance literature:: Yield given. Multistep reaction;
DOI:10.1016/S0040-4039(00)92680-7

Reference yield: 73.0%

: 108-24-7
acetic anhydride

: 143406-45-5
1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

: 143406-47-7
1-((E)-3-Acetoxy-4-methoxycarbonyl-but-3-enyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4039(00)92680-7

Reference yield:

: 143406-45-5
1-(4-Methoxycarbonyl-3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester

: (4aR,8aR)-4a-Acetoxymethyl-2-oxo-1-phenylselanyl-1,2,3,4,4a,8a-hexahydro-naphthalene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1) NaH, 2) LiAlH₄ / 1) ether, 0 deg C, 0.5 h, 2) 0 deg C, 1 h

2: 79 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 0 °C

3: 80 percent / CrO₃, 3,5-DMP / CH₂Cl₂ / 1 h / -20 °C

4: 43 percent / NaBH₄, CeCl₃*7H₂O / methanol / 1 h / -30 °C

5: K₂CO₃ / methanol / 0.17 h / 0 °C

6: Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

7: 55 percent / NaH / Pd(PPh₃)4 / acetonitrile / 23 h / 20 °C / other catalyst, variation of condition; other substrates

8: NaH / tetrahydrofuran / 0.5 h / 0 °C

With chromium(VI) oxide; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; cerium(III) chloride; sodium hydride; potassium carbonate; triethylamine; 3,5-Dimethylphenol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)92680-7