dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate

Base Information

• Chemical Name: dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate
• CAS No.: 1644030-53-4
• Molecular Formula: C₂₈H₃₀O₆S
• Molecular Weight: 494.609

Synonyms:dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate

Chemical Property of dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate

Chemical Property:

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Technology Process of dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate

There total 4 articles about dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate 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:

C28H30O5S → dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate (1644030-53-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201403990

Reference yield:

2-methyl-2-(4-methylphenyl)propionaldehyde (32454-12-9) → dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate (1644030-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.08 h / -78 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201403990

Reference yield:

dimethyl 2-[4-hydroxy-5-methyl-5-(4-methylphenyl)hex-2-ynyl]-2-(prop-2-ynyl)malonate (1644031-04-8) → dimethyl 2-[5-methyl-5-(4-methylphenyl)-2-phenylsulfonylhexa-2,3-dienyl]-2-(prop-2-ynyl)malonate (1644030-53-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201403990

upstream raw materials:

2-methyl-2-(4-methylphenyl)propionaldehyde

dimethyl 2-[4-hydroxy-5-methyl-5-(4-methylphenyl)hex-2-ynyl]-2-(prop-2-ynyl)malonate

dimethyl 2,2-di(prop-2-ynyl)malonate

Downstream raw materials:

5,5-bis(methoxycarbonyl)-10,10,14-trimethyl-7-phenylsulfonyltricyclo[9.4.0.0^3,8]pentadeca-1⁽¹¹⁾,2,7,12,14-pentaene

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