2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester
• CAS No.: 474106-07-5
• Molecular Formula: C₂₅H₃₈O₂
• Molecular Weight: 370.576

Synonyms:2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester

There total 2 articles about 2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl 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: 84.0%

pivaloyl chloride (3282-30-2) + (S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-phenylbut-2-en-1-ol (289909-49-5) → 2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester (474106-07-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ja046084j

Reference yield:

(1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde (80434-59-9,485843-44-5,796865-68-4) → 2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester (474106-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂

2: Et₃N / CH₂Cl₂

With triethylamine; In dichloromethane; 1: Addition / 2: Acylation;

DOI:10.1002/1521-3773(20000602)39:11<1930::AID-ANIE1930>3.0.CO;2-J

Reference yield: 90.0%

2,2-Dimethyl-propionic acid (E)-(S)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-phenyl-but-2-enyl ester (474106-07-5) + C4H7CuN(1-)*Br(1-)*Mg(2+) → [(E)-(R)-1-Isopropyl-3-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-1-methyl-allyl]-benzene + [(E)-(S)-1-Isopropyl-3-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-1-methyl-allyl]-benzene

Guidance literature:

In tetrahydrofuran; at -30 ℃;

DOI:10.1002/1521-3773(20000602)39:11<1930::AID-ANIE1930>3.0.CO;2-J

upstream raw materials:

pivaloyl chloride

(S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-phenylbut-2-en-1-ol

(1R,2S,5R)-2-isopropyl-5-methylcyclohexanecarboxaldehyde

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