(Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester

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Chemical Name:(Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester
CAS No.:306273-62-1
Molecular Formula:C₂₀H₂₈O₄
Molecular Weight:332.44
Hs Code.:

Synonyms:(Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester

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Chemical Property of (Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester

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Technology Process of (Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester

There total 6 articles about (Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic 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: 70.0%

: 125315-83-5
(E)-2-Iodo-4-methyl-2-pentenoic acid, ethyl ester

: C₁₂H₁₇BO₄

: 306273-62-1
(Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)01189-8

Reference yield:

: 38491-47-3
ethyl 4-methylpent-2-ynoate

: 306273-62-1
(Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: nBu₃SnH; PdCl₂; Ph₃P / 1 h / 20 °C

1.2: I₂ / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 70 percent / (PPh₃)4Pd / tetrahydrofuran / 0.5 h / 60 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; triphenylphosphine; palladium dichloride; In tetrahydrofuran; 1.1: Metallation / 1.2: Iodination / 2.1: Substitution;
DOI:10.1016/S0040-4039(00)01189-8

Reference yield:

: 4039-83-2
3-(4-methoxybenzyloxy)propyne

: 306273-62-1
(Z)-2-[(E)-3-(4-Methoxy-benzyloxy)-2-methyl-propenyl]-4-methyl-pent-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Bu₃Sn(Bu)CNCuLi₂ / tetrahydrofuran / 0.5 h / -78 °C

1.2: HMPA / tetrahydrofuran / 2 h / -78 - 20 °C

1.3: 92 percent / I₂ / tetrahydrofuran / 1 h / 20 °C

2.1: nBuLi / tetrahydrofuran / 1 h / -78 °C

2.2: I₂ / tetrahydrofuran / 1.5 h / -78 - 20 °C

3.1: NaOH (1N) / 0.5 h

4.1: 70 percent / (PPh₃)4Pd / tetrahydrofuran / 0.5 h / 60 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; nBu₃Sn(nBu)Cu(CN)Li₂; In tetrahydrofuran; 1.1: Metallation / 1.2: Methylation / 1.3: Iodination / 2.1: Metallation / 2.2: Substitution / 3.1: Hydrolysis / 4.1: Substitution;
DOI:10.1016/S0040-4039(00)01189-8