(5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

Base Information

Chemical Name:(5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
CAS No.:886537-42-4
Molecular Formula:C₁₉H₃₀O₄
Molecular Weight:322.445
Hs Code.:

Synonyms:(5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

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Chemical Property of (5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

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Technology Process of (5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

There total 3 articles about (5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)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: 93.0%

: 886537-41-3
(5R)-6-acetyl-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

: 58871-25-3
3-iodopropionaldehyde diethyl acetal

: 886537-42-4
(5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

Guidance literature:: (5R)-6-acetyl-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone; With sodium hydride; In tetrahydrofuran; at 0 ℃;

3-iodopropionaldehyde diethyl acetal; With tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; N,N-dimethyl-formamide; at 5 ℃; for 12h;
DOI:10.1016/j.tet.2006.01.062

Reference yield:

: 6485-40-1,2244-16-8
(R)-Carvone

: 886537-42-4
(5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisylazane / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: 93 percent / hexane; tetrahydrofuran

2.1: NaH / tetrahydrofuran / 0 °C

2.2: 93 percent / Bu₄NHSO₄ / tetrahydrofuran; dimethylformamide / 12 h / 5 °C

With sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2006.01.062

Reference yield:

: 886537-67-3
(R)-6-(1-Hydroxy-ethyl)-5-isopropenyl-2-methyl-cyclohex-2-enone

: 886537-42-4
(5S,6S)-6-acetyl-6-(3,3-diethoxypropyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / DMSO; triethylamine / CH₂Cl₂ / -60 - 20 °C

2.1: NaH / tetrahydrofuran / 0 °C

2.2: 93 percent / Bu₄NHSO₄ / tetrahydrofuran; dimethylformamide / 12 h / 5 °C

With sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation;
DOI:10.1016/j.tet.2006.01.062