4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone

Base Information

Chemical Name:4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone
CAS No.:69841-83-4
Molecular Formula:C₁₈H₂₈O₄
Molecular Weight:308.418
Hs Code.:

Synonyms:4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone

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Chemical Property of 4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone

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Technology Process of 4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone

There total 10 articles about 4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone 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:

: 68965-53-7
(Z)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-en-1-ol

: 69841-83-4
4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / hexamethylphosphoramide, methyllithium, p-toluenesulfonyl chloride, LiCl / diethyl ether / 19 h / Ambient temperature

2: 91 percent / NaBr / dimethylformamide / 5 h / Ambient temperature

3: 1.) NaH, 2.) n-butyllithium

4: 94 percent / triethylamine / tetrahydrofuran / 6 h / Heating

5: 71 percent / p-toluenesulfonic acid / benzene / 27 h / Heating

6: triethyl orthoformate, p-toluenesulfonic acid / diethyl ether / 37 h / Ambient temperature

7: LiAlH₄ / tetrahydrofuran / 22 h / Ambient temperature

8: 315 mg / acetic acid, water / 4.5 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; water; methyllithium; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; orthoformic acid triethyl ester; p-toluenesulfonyl chloride; sodium bromide; lithium chloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00225a049

Reference yield:

: 1192-51-4,69841-77-6
3-methyl-furan-2,4-dione

: 69841-83-4
4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, 2.) n-butyllithium

2: 94 percent / triethylamine / tetrahydrofuran / 6 h / Heating

3: 71 percent / p-toluenesulfonic acid / benzene / 27 h / Heating

4: triethyl orthoformate, p-toluenesulfonic acid / diethyl ether / 37 h / Ambient temperature

5: LiAlH₄ / tetrahydrofuran / 22 h / Ambient temperature

6: 315 mg / acetic acid, water / 4.5 h / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; water; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; orthoformic acid triethyl ester; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1021/jo00225a049

Reference yield:

: 69841-87-8
(Z)-1-chloro-6,6-(ethylenedioxy)-2-methyl-2-heptene

: 69841-83-4
4-Hydroxymethyl-3-((Z)-1-hydroxy-3-methyl-7-oxo-oct-3-enyl)-2,4-dimethyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / NaBr / dimethylformamide / 5 h / Ambient temperature

2: 1.) NaH, 2.) n-butyllithium

3: 94 percent / triethylamine / tetrahydrofuran / 6 h / Heating

4: 71 percent / p-toluenesulfonic acid / benzene / 27 h / Heating

5: triethyl orthoformate, p-toluenesulfonic acid / diethyl ether / 37 h / Ambient temperature

6: LiAlH₄ / tetrahydrofuran / 22 h / Ambient temperature

7: 315 mg / acetic acid, water / 4.5 h / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; water; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; orthoformic acid triethyl ester; sodium bromide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00225a049