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

Base Information

• Chemical Name: {6-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-2-oxo-hexyl}-phosphonic acid diethyl ester
• CAS No.: 205052-14-8
• Molecular Formula: C₂₂H₃₅O₇P
• Molecular Weight: 442.489

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

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

Chemical Property:

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

There total 3 articles about {6-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-2-oxo-hexyl}-phosphonic acid diethyl 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: 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-(3-Hydroxy-4-methoxy-phenyl)-pentanoic acid methyl ester (205052-12-6) → {6-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-2-oxo-hexyl}-phosphonic acid diethyl ester (205052-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / pyridinium p-toluenesulphonate / 48 h

2: 94 percent / BuLi / tetrahydrofuran; hexane / -70 - 20 °C

With n-butyllithium; pyridinium p-toluenesulfonate; In tetrahydrofuran; hexane;

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

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) + [6-(3-Hydroxy-4-methoxy-phenyl)-2-oxo-hexyl]-phosphonic acid diethyl ester (205052-15-9) → {6-[4-Methoxy-3-(tetrahydro-pyran-2-yloxy)-phenyl]-2-oxo-hexyl}-phosphonic acid diethyl ester (205052-14-8)

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

upstream raw materials:

3,4-dihydro-2H-pyran

[6-(3-Hydroxy-4-methoxy-phenyl)-2-oxo-hexyl]-phosphonic acid diethyl ester

Diethyl methylphosphonate

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

Downstream raw materials:

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

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

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