6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one

Base Information

Chemical Name:6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one
CAS No.:260257-57-6
Molecular Formula:C₂₅H₂₈O₄
Molecular Weight:392.495
Hs Code.:

Synonyms:6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one

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Chemical Property of 6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one

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Technology Process of 6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one

There total 6 articles about 6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one 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: 75.0%

: 105-45-3
acetoacetic acid methyl ester

: 260257-45-2
4-benzyloxyphenethyl cyclopentyl ketone

: 260257-57-6
6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one

Guidance literature:: acetoacetic acid methyl ester; 4-benzyloxyphenethyl cyclopentyl ketone; With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; at 0 - 20 ℃;

With sodium hydroxide; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/S0968-0896(99)00215-1

Reference yield:

: 501-97-3
4-hydroxyphenylpropionic acid

: 260257-57-6
6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: K₂CO₃ / acetone / 18 h / Heating

2.1: 3N LiOH / tetrahydrofuran; methanol / 20 °C

3.1: SOCl₂ / 5 h / Heating

4.1: 82 percent / pyridine / CH₂Cl₂ / 18 h / 20 °C

5.1: 50 percent / tetrahydrofuran / 16 h / 20 °C

6.1: NaH; n-BuLi / hexane; tetrahydrofuran / 0 - 20 °C

6.2: 75 percent / 0.2N NaOH / tetrahydrofuran / 20 °C

With pyridine; lithium hydroxide; n-butyllithium; thionyl chloride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; 1.1: Esterification / 2.1: Hydrolysis / 3.1: Chlorination / 4.1: Substitution / 5.1: Grignard reaction / 6.1: Condensation / 6.2: Cyclization;
DOI:10.1016/S0968-0896(99)00215-1

Reference yield:

: 50463-48-4
3-(4-benzyloxyphenyl)propanoic acid

: 260257-57-6
6-[2-(4-benzyloxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: SOCl₂ / 5 h / Heating

2.1: 82 percent / pyridine / CH₂Cl₂ / 18 h / 20 °C

3.1: 50 percent / tetrahydrofuran / 16 h / 20 °C

4.1: NaH; n-BuLi / hexane; tetrahydrofuran / 0 - 20 °C

4.2: 75 percent / 0.2N NaOH / tetrahydrofuran / 20 °C

With pyridine; n-butyllithium; thionyl chloride; sodium hydride; In tetrahydrofuran; hexane; dichloromethane; 1.1: Chlorination / 2.1: Substitution / 3.1: Grignard reaction / 4.1: Condensation / 4.2: Cyclization;
DOI:10.1016/S0968-0896(99)00215-1