(1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

Base Information

Chemical Name:(1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione
CAS No.:444926-70-9
Molecular Formula:C₂₈H₄₂O₃
Molecular Weight:426.64
Hs Code.:

Synonyms:(1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

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Chemical Property of (1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

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Technology Process of (1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

There total 14 articles about (1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione 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: 37.0%

: 917-54-4
methyllithium

: 444926-64-1
(3aS,4S,7aS)-4-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-1-[5-methyl-hex-(E)-ylidene]-hexahydro-indene-2,5-dione

: 444926-70-9
(1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

Guidance literature:: methyllithium; With copper(l) iodide; In diethyl ether; at -20 ℃; for 1h;

(3aS,4S,7aS)-4-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-1-[5-methyl-hex-(E)-ylidene]-hexahydro-indene-2,5-dione; In diethyl ether; at -20 ℃; for 1h; Further stages.;
DOI:10.1021/jo020103v

Reference yield:

: 276244-50-9
C₂₁H₃₄O₃

: 444926-70-9
(1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

Guidance literature:: Multi-step reaction with 10 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 14 percent Turnov_. / tetrahydrofuran / -78 - 20 °C

2.1: triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

2.2: 18 percent / p-TsOH*H₂O / ethanol / 48 h / 20 °C

3.1: 86 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

4.1: 86 percent Turnov_. / pyridine / CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 88 percent / tetrahydrofuran; hexane / 7.5 h / -78 - 20 °C

7.1: 43 mg / Na; EtOH / tetrahydrofuran / 2 h / -20 °C

8.1: 34 mg / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

9.1: tetrahydrofuran / 0 °C

9.2: 17 percent / HCl / tetrahydrofuran; methanol; H₂O / 4.5 h / Heating

10.1: CuI / diethyl ether / 1 h / -20 °C

10.2: 37 percent / diethyl ether / 1 h / -20 °C

With pyridine; copper(l) iodide; n-butyllithium; ethanol; sodium; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; orthoformic acid triethyl ester; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 8.1: Dess-Martin reaction;
DOI:10.1021/jo020103v

Reference yield:

: 444926-42-5
C₂₄H₃₈O₅

: 444926-70-9
(1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

1.2: 18 percent / p-TsOH*H₂O / ethanol / 48 h / 20 °C

2.1: 86 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 72 h / 20 °C

3.1: 86 percent Turnov_. / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 88 percent / tetrahydrofuran; hexane / 7.5 h / -78 - 20 °C

6.1: 43 mg / Na; EtOH / tetrahydrofuran / 2 h / -20 °C

7.1: 34 mg / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

8.1: tetrahydrofuran / 0 °C

8.2: 17 percent / HCl / tetrahydrofuran; methanol; H₂O / 4.5 h / Heating

9.1: CuI / diethyl ether / 1 h / -20 °C

9.2: 37 percent / diethyl ether / 1 h / -20 °C

With pyridine; copper(l) iodide; n-butyllithium; ethanol; sodium; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; orthoformic acid triethyl ester; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 7.1: Dess-Martin reaction;
DOI:10.1021/jo020103v