diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate

Base Information

Chemical Name:diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate
CAS No.:226903-45-3
Molecular Formula:C₂₃H₃₂O₇S
Molecular Weight:452.569
Hs Code.:

Synonyms:diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate

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Chemical Property of diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate

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Technology Process of diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate

There total 5 articles about diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate 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: 100.0%

: 685-87-0
Diethyl 2-bromomalonate

: 226903-40-8
1-[[(Z)-6-ethoxy-4-methylene-5-hexenyl]oxy]-4-methoxybenzene

: 226903-45-3
diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate

Guidance literature:: With sulfur; triethylamine; In acetonitrile; at 20 ℃; for 27h;
DOI:10.1021/jo990011e

Reference yield:

: 55579-99-2
4-(4-Methoxyphenoxy)butyric Acid

: 226903-45-3
diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 77 percent / PPh₃; CBr₄; pyridine / CH₂Cl₂ / 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 76 percent / tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C

3.1: 50 percent / tetrahydrofuran / 20 h / 55 °C

4.1: 100 percent / sulfur; triethylamine / acetonitrile / 27 h / 20 °C

With pyridine; n-butyllithium; carbon tetrabromide; sulfur; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; 1.1: Substitution / 2.1: Metallation / 2.2: Substitution / 3.1: Substitution / 4.1: Cycloaddition;
DOI:10.1021/jo990011e

Reference yield:

: 150-76-5
4-methoxy-phenol

: 226903-45-3
diethyl 6-ethoxy-3,6-dihydro-4-[3-(p-methoxyphenoxy)propyl]-2H-thiopyran-2,2-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 93 percent / KOH / H₂O / 5 h / 150 - 195 °C

2.1: 77 percent / PPh₃; CBr₄; pyridine / CH₂Cl₂ / 2 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 76 percent / tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C

4.1: 50 percent / tetrahydrofuran / 20 h / 55 °C

5.1: 100 percent / sulfur; triethylamine / acetonitrile / 27 h / 20 °C

With pyridine; potassium hydroxide; n-butyllithium; carbon tetrabromide; sulfur; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; 1.1: Ring cleavage / 2.1: Substitution / 3.1: Metallation / 3.2: Substitution / 4.1: Substitution / 5.1: Cycloaddition;
DOI:10.1021/jo990011e