3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone

Base Information

• Chemical Name: 3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone
• CAS No.: 610785-95-0
• Molecular Formula: C₁₆H₂₀O₃S
• Molecular Weight: 292.399

Synonyms:3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone

Chemical Property of 3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone

There total 3 articles about 3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone 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: 54.0%

1,1-dimethyl-2-[(4-methylsulfanyl)phenyl]-2-oxoethyl 2-isopropoxyacetate (610785-96-1) → 3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone (610785-95-0)

Guidance literature:

1,1-dimethyl-2-[(4-methylsulfanyl)phenyl]-2-oxoethyl 2-isopropoxyacetate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 - 80 ℃; for 18.75h;

With hydrogenchloride; In water; acetonitrile;

DOI:10.1016/j.tet.2003.08.021

Reference yield:

isopropyl 2-isopropoxyacetate (17639-74-6) → 3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone (610785-95-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / NaOH / methanol; H₂O / 1 h / 25 °C

2.1: 75 percent / 4-dimethylaminopyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 0 - 25 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 18.75 h / 25 - 80 °C

3.2: 54 percent / HCl / H₂O; acetonitrile

With dmap; sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water; acetonitrile;

DOI:10.1016/j.tet.2003.08.021

Reference yield:

2-methyl-1-(4-(methylthio)phenyl)-propan-1-one (53207-58-2) → 3-isopropoxy-5,5-dimethyl-4-(4-methylsulfanylphenyl)-2,5-dihydro-2-furanone (610785-95-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 80 percent / Aliquat 366; carbon tetrachloride; NaOH / toluene / 22 h / 15 - 25 °C

2.1: 75 percent / 4-dimethylaminopyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 0 - 25 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 18.75 h / 25 - 80 °C

3.2: 54 percent / HCl / H₂O; acetonitrile

With tetrachloromethane; dmap; sodium hydroxide; aliquat 366; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In dichloromethane; toluene; acetonitrile;

DOI:10.1016/j.tet.2003.08.021

upstream raw materials:

1,1-dimethyl-2-[(4-methylsulfanyl)phenyl]-2-oxoethyl 2-isopropoxyacetate

isopropyl 2-isopropoxyacetate

2-methyl-1-(4-(methylthio)phenyl)-propan-1-one

Downstream raw materials:

5,5-dimethyl-4-(4-methylsulfonylphenyl)-3-(2-propoxy)-5H-furan-2-one

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