5-phenylcyclopent-1-ene-1-carboxylic methyl ester

Base Information

• Chemical Name: 5-phenylcyclopent-1-ene-1-carboxylic methyl ester
• CAS No.: 864371-50-6
• Molecular Formula: C₁₃H₁₄O₂
• Molecular Weight: 202.253
• Mol file: 864371-50-6.mol

Synonyms:5-phenylcyclopent-1-ene-1-carboxylic methyl ester

Chemical Property of 5-phenylcyclopent-1-ene-1-carboxylic methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 5-phenylcyclopent-1-ene-1-carboxylic methyl ester

There total 5 articles about 5-phenylcyclopent-1-ene-1-carboxylic 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: 74.0%

phenylmagnesium bromide + 5-acetoxycyclopent-1-enecarboxylic acid methyl ester (438045-06-8) → 5-phenylcyclopent-1-ene-1-carboxylic methyl ester (864371-50-6)

Guidance literature:

5-acetoxycyclopent-1-enecarboxylic acid methyl ester; With copper(l) iodide; In tetrahydrofuran; at -50 ℃; for 0.0833333h;

phenylmagnesium bromide; In tetrahydrofuran; at -50 ℃; for 3h;

DOI:10.1039/b506339f

Reference yield: 70.0%

1-(carboxymethoxy)cyclopentadiene (25662-28-6) + phenylboronic acid (98-80-6) → 5-phenylcyclopent-1-ene-1-carboxylic methyl ester (864371-50-6)

Guidance literature:

With palladium diacetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichloroacetic acid; In neat (no solvent); for 0.5h; chemoselective reaction; Milling;

DOI:10.1002/adsc.201900965

Reference yield: 68.0%

phenylmagnesium bromide (100-58-3) + 5-hydroxycyclopent-1-enecarboxylic acid methyl ester (328239-96-9) → 5-phenylcyclopent-1-ene-1-carboxylic methyl ester (864371-50-6)

Guidance literature:

5-hydroxycyclopent-1-enecarboxylic acid methyl ester; With copper(l) iodide; In tetrahydrofuran; at -50 ℃; for 0.0833333h;

phenylmagnesium bromide; In tetrahydrofuran; at -50 ℃; for 3h;

upstream raw materials:

1-(carboxymethoxy)cyclopentadiene

phenylboronic acid

5-acetoxycyclopent-1-enecarboxylic acid methyl ester

5-hydroxycyclopent-1-enecarboxylic acid methyl ester

Downstream raw materials:

methyl (1R,2S,5S)-5-phenyl-2-aminocyclopentane-1-carboxylate