(4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one

Base Information

Chemical Name:(4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one
CAS No.:247137-88-8
Molecular Formula:C₁₈H₃₀O₃
Molecular Weight:294.434
Hs Code.:

Synonyms:(4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one

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Chemical Property of (4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one

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Technology Process of (4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one

There total 1 articles about (4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one 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: 92.0%

: 247137-87-7
(4R,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-4-vinyl-dihydro-furan-2-one

: 74-88-4
methyl iodide

: 247137-88-8
(4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(99)01134-X

Reference yield:

: 247137-88-8
(4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one

: (2S,3R)-2-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-4,4-dimethyl-5-oxo-tetrahydro-furan-3-carbaldehyde

Guidance literature:: With ozone; triphenylphosphine; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(99)01134-X

Reference yield:

: 247137-88-8
(4S,5S)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-3,3-dimethyl-4-vinyl-dihydro-furan-2-one

: 247137-90-2
3-[(2S,3S)-5-Hydroxy-2-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-4,4,5-trimethyl-tetrahydro-furan-3-yl]-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: O₃; PPh₃ / tetrahydrofuran / -78 °C

2: methanol / 0 °C

3: H₂ / Pd/CaCO₃ / ethyl acetate / 20 °C

4: 65 percent / tetrahydrofuran; toluene / -78 °C

With hydrogen; ozone; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; methanol; ethyl acetate; toluene; 1: ozonolysis / 2: Wittig olefination / 3: Catalytic hydrogenation / 4: Methylation;
DOI:10.1016/S0040-4039(99)01134-X