dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester

Base Information

• Chemical Name: dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester
• CAS No.: 538325-71-2
• Molecular Formula: C₁₈H₃₀O₂S₂
• Molecular Weight: 342.567

Synonyms:dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester

Chemical Property of dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester

Chemical Property:

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Technology Process of dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester

There total 3 articles about dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl 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: 89.0%

potassium ethyl xanthogenate (140-89-6) + 4-methyl-1-(1,5,5-trimethyl-cyclohex-2-enyl)-pent-3-en-2-one (538325-70-1) → dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester (538325-71-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃;

DOI:10.1055/s-2003-37110

Reference yield:

1,5,5-trimethyl-2-cyclohexen-1-acetic acid ethyl ester (140137-54-8) → dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester (538325-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; tetrahydrofuran / -78 °C

1.2: 62 percent / hexane; tetrahydrofuran / -78 °C

2.1: NaH / tetrahydrofuran / 0 °C

2.2: 55 percent / tetrahydrofuran / 0 °C

3.1: 89 percent / CF₃CO₂H / CH₂Cl₂ / 0 °C

With n-butyllithium; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; 3.1: Michael addition;

DOI:10.1055/s-2003-37110

Reference yield:

[2-oxo-3-(1,5,5-trimethyl-cyclohex-2-enyl)-propyl]-phosphonic acid diethyl ester (538325-69-8) → dithiocarbonic acid S-[1,1-dimethyl-3-oxo-4-(1,5,5-trimethyl-cyclohex-2-enyl)-butyl] ester O-ethyl ester (538325-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0 °C

1.2: 55 percent / tetrahydrofuran / 0 °C

2.1: 89 percent / CF₃CO₂H / CH₂Cl₂ / 0 °C

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 2.1: Michael addition;

DOI:10.1055/s-2003-37110

upstream raw materials:

potassium ethyl xanthogenate

4-methyl-1-(1,5,5-trimethyl-cyclohex-2-enyl)-pent-3-en-2-one

1,5,5-trimethyl-2-cyclohexen-1-acetic acid ethyl ester

[2-oxo-3-(1,5,5-trimethyl-cyclohex-2-enyl)-propyl]-phosphonic acid diethyl ester

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