ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate

Base Information

• Chemical Name: ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate
• CAS No.: 139944-73-3
• Molecular Formula: C₂₄H₃₂O₅
• Molecular Weight: 400.515

Synonyms:ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate

Chemical Property of ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate

Chemical Property:

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Technology Process of ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate

There total 2 articles about ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate 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:

(-)-8-phenylmenthol (65253-04-5) → ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate (139944-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent

DOI:10.1021/jo00036a034

Reference yield:

2-Oxopropansaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>ester (88292-41-5) + propynoic acid ethyl ester (623-47-2) → ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate (139944-79-9) + ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate (139944-73-3)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00036a034

Reference yield: 95.0%

ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methyl-3-pentynedioate (139944-73-3) → ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-2-methylpentanedioate (139944-74-4)

Guidance literature:

With hydrogen; Lindlar's catalyst; In methanol; for 5h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00036a034

upstream raw materials:

2-Oxopropansaeure-<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>ester

propynoic acid ethyl ester

(-)-8-phenylmenthol

Downstream raw materials:

5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2,5-dihydro-2,3-dimethyl-5-oxofuran-2-carboxylate

5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2,5-dihydro-3-methoxy-2-methyl-5-oxofuran-2-carboxylate

ethyl 5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2-hydroxy-3-methoxy-2-methyl-3-pentenedioate

5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl 2,5-dihydro-2-methyl-5-oxofuran-2-carboxylate

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