5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester

Base Information

• Chemical Name: 5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester
• CAS No.: 205052-13-7
• Molecular Formula: C₁₈H₂₆O₅
• Molecular Weight: 322.401

Synonyms:5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester

Chemical Property of 5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester

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Technology Process of 5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester

There total 1 articles about 5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid 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: 66.0%

3,4-dihydro-2H-pyran (110-87-2) + 5-(3-Hydroxy-4-methoxy-phenyl)-pentanoic acid methyl ester (205052-12-6) → 5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester (205052-13-7)

Guidance literature:

With pyridinium p-toluenesulfonate; for 48h;

DOI:10.1002/(SICI)1099-0690(199803)1998:3<521::AID-EJOC521>3.0.CO;2-I

Reference yield: 94.0%

Diethyl methylphosphonate (683-08-9) + 5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester (205052-13-7) → {6-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-2-oxo-hexyl}-phosphonic acid diethyl ester (205052-14-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -70 - 20 ℃;

DOI:10.1002/(SICI)1099-0690(199803)1998:3<521::AID-EJOC521>3.0.CO;2-I

Reference yield:

5-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid methyl ester (205052-13-7) → 5-[(E)-5-Hydroxy-7-(4-iodo-phenyl)-hept-6-enyl]-2-methoxy-phenol

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / BuLi / tetrahydrofuran; hexane / -70 - 20 °C

2: 44 percent / NaOMe / methanol / 0.5 h

3: citric acid / H₂O

4: 83 percent / iBuAlH / tetrahydrofuran; toluene / 1 h / -70 °C

With n-butyllithium; sodium methylate; diisobutylaluminium hydride; citric acid; In tetrahydrofuran; methanol; hexane; water; toluene;

DOI:10.1002/(SICI)1099-0690(199803)1998:3<521::AID-EJOC521>3.0.CO;2-I

upstream raw materials:

3,4-dihydro-2H-pyran

5-(3-Hydroxy-4-methoxy-phenyl)-pentanoic acid methyl ester

Downstream raw materials:

{6-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-2-oxo-hexyl}-phosphonic acid diethyl ester

(E)-7-(3-Hydroxy-4-methoxy-phenyl)-1-(4-iodo-phenyl)-hept-1-en-3-one

7-(3-hydroxy-4-methoxyphenyl)-1-(4-iodophenyl)heptan-3-one

(E)-1-(4-Iodo-phenyl)-7-[4-methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-hept-1-en-3-one

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