6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one

Base Information

Chemical Name:6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one
CAS No.:260257-56-5
Molecular Formula:C₁₈H₂₂O₄
Molecular Weight:302.37
Hs Code.:

Synonyms:6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one

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Chemical Property of 6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one

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Technology Process of 6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one

There total 9 articles about 6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-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: 90.0%

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

: 260257-56-5
6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; under 1034.3 - 2585.74 Torr;
DOI:10.1016/S0968-0896(99)00215-1

Reference yield:

: 501-97-3
4-hydroxyphenylpropionic acid

: 260257-56-5
6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 7 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

7.1: 90 percent / H₂ / 20 percent Pd/C / tetrahydrofuran; methanol / 20 °C / 1034.3 - 2585.74 Torr

With pyridine; lithium hydroxide; n-butyllithium; thionyl chloride; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; 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 / 7.1: Hydrogenolysis;
DOI:10.1016/S0968-0896(99)00215-1

Reference yield:

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

: 260257-56-5
6-cyclopentyl-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 5 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

5.1: 90 percent / H₂ / 20 percent Pd/C / tetrahydrofuran; methanol / 20 °C / 1034.3 - 2585.74 Torr

With pyridine; n-butyllithium; thionyl chloride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Chlorination / 2.1: Substitution / 3.1: Grignard reaction / 4.1: Condensation / 4.2: Cyclization / 5.1: Hydrogenolysis;
DOI:10.1016/S0968-0896(99)00215-1