α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid

Base Information

Chemical Name:α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid
CAS No.:82043-30-9
Molecular Formula:C₁₈H₂₄O₄
Molecular Weight:304.386
Hs Code.:

Synonyms:α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid

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Chemical Property of α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid

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Technology Process of α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid

There total 4 articles about α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid 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: 89.0%

: 82010-14-8
(R)-2-[(1S,4S,5R)-4-Benzyloxy-5-((S)-1-hydroxy-ethyl)-5-methyl-cyclopent-2-enyl]-propionic acid methyl ester

: 82043-30-9
α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid

Guidance literature:: With potassium hydroxide; In methanol; at 55 ℃; for 21h;
DOI:10.1021/ja00379a030

Reference yield:

: 100-39-0
benzyl bromide

: 82043-30-9
α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / NaH, Bu₄NI / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 30 min, 2.) room temperature, 1 h, 3.) 50 deg C, 12 h

2: p-toluenesulfonic acid / methanol / 2 h / Ambient temperature

3: 89 percent / 10percent aq. KOH / methanol / 21 h / 55 °C

With potassium hydroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/ja00379a030

Reference yield:

: 82043-29-6
methyl α,5-dimethyl-4-(phenylmethoxy)-5-<1-<(tetrahydro-2H-pyran-2-yl)oxy>ethyl>-2-cyclopentene-1-acetate

: 82043-30-9
α,5-dimethyl-4-(phenylmethoxy)-5-(1-hydroxyethyl)-2-cyclopentene-1-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / methanol / 2 h / Ambient temperature

2: 89 percent / 10percent aq. KOH / methanol / 21 h / 55 °C

With potassium hydroxide; toluene-4-sulfonic acid; In methanol;
DOI:10.1021/ja00379a030