(E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid

Base Information

Chemical Name:(E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid
CAS No.:616867-22-2
Molecular Formula:C₁₈H₃₂O₂
Molecular Weight:280.451
Hs Code.:

Synonyms:(E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid

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Chemical Property of (E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid

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Technology Process of (E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid

There total 6 articles about (E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid 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: 85.0%

: 616867-12-0
(E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-en-1-ol

: 616867-22-2
(E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid

Guidance literature:: With jones reagent; In acetone; at 0 ℃; for 6h;
DOI:10.1021/ja037078a

Reference yield:

: 16052-40-7
(-)-(1R,3R,4S)-4-isopropyl-1-methylcyclohexane-3-carboxylic acid

: 616867-22-2
(E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / DMF; (COCl)2 / CH₂Cl₂

2.1: 70 percent / SnCl₄ / CH₂Cl₂ / 2 h / -70 - -20 °C

3.1: 82 percent / LiBHEt₃ / tetrahydrofuran / 0.08 h / -78 °C

4.1: 95 percent / DMAP; Et₃N / CH₂Cl₂ / 20 °C

5.1: 100 percent / TBAF / tetrahydrofuran / 20 °C

6.1: CuCN / tetrahydrofuran; diethyl ether / 0.42 h / -15 °C

6.2: 98 percent / tetrahydrofuran; diethyl ether / 20 °C

7.1: 85 percent / Jones reagent / acetone / 6 h / 0 °C

With dmap; jones reagent; oxalyl dichloride; tetrabutyl ammonium fluoride; tin(IV) chloride; lithium triethylborohydride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;
DOI:10.1021/ja037078a

Reference yield:

: 616867-11-9
2,2-Dimethyl-propionic acid (E)-(R)-4-hydroxy-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

: 616867-22-2
(E)-(S)-2-Isopropyl-4-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2-methyl-but-3-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: CuCN / tetrahydrofuran; diethyl ether / 0.42 h / -15 °C

1.2: 98 percent / tetrahydrofuran; diethyl ether / 20 °C

2.1: 85 percent / Jones reagent / acetone / 6 h / 0 °C

With jones reagent; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1021/ja037078a