1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester

Base Information

• Chemical Name: 1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester
• CAS No.: 123474-96-4
• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.439

Synonyms:1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester

Chemical Property of 1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester

Chemical Property:

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Technology Process of 1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester

There total 4 articles about 1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic 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: 69.0%

1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-hydroxy-allyl]-cyclopentanecarboxylic acid ethyl ester (123474-93-1) + methyl iodide (74-88-4) → 1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester (123474-96-4)

Guidance literature:

With silver(l) oxide;

DOI:10.1016/S0040-4039(01)80627-4

Reference yield:

ethyl 1-acetylcyclopropane-1-carboxylate (28247-15-6) → 1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester (123474-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / LDA / tetrahydrofuran

2: 56 percent / DIBAL-H

3: 69 percent / Ag₂O

With diisobutylaluminium hydride; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)80627-4

Reference yield:

2,5-dimethoxybenzaldehyde (93-02-7) → 1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarboxylic acid ethyl ester (123474-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / LDA / tetrahydrofuran

2: 56 percent / DIBAL-H

3: 69 percent / Ag₂O

With diisobutylaluminium hydride; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)80627-4

upstream raw materials:

1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-hydroxy-allyl]-cyclopentanecarboxylic acid ethyl ester

methyl iodide

ethyl 1-acetylcyclopropane-1-carboxylate

2,5-dimethoxybenzaldehyde

Downstream raw materials:

{1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentyl}-methanol

1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentanecarbaldehyde

1-{1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentyl}-3-trimethylsilanyl-prop-2-yn-1-ol

1-{1-[(E)-3-(2,5-Dimethoxy-phenyl)-1-methoxy-allyl]-cyclopentyl}-3-trimethylsilanyl-propynone

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