(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde

Base Information

Chemical Name:(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde
CAS No.:866650-96-6
Molecular Formula:C₁₅H₂₀O₃
Molecular Weight:248.322
Hs Code.:

Synonyms:(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde

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Chemical Property of (1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde

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Technology Process of (1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde

There total 8 articles about (1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde 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:

: 866650-94-4
(4aR,8aS)-5,5-Dimethyl-octahydro-isochromen-3-one

: 22037-28-1
3-bromofurane

: 866650-96-6
(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: (4aR,8aS)-5,5-Dimethyl-octahydro-isochromen-3-one; 3-bromofurane; With n-butyllithium; In diethyl ether; at -78 ℃; for 0.5h;

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1055/s-2005-871932

Reference yield:

: 866650-89-7
(1R,2S,5S)-2-Hydroxymethyl-8,8-dimethyl-6-oxa-bicyclo[3.2.1]octan-7-one

: 866650-96-6
(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / imidazole / dimethylformamide / 3 h / 20 °C

2.1: 94 percent / DIBAL-H / toluene / 0.5 h / -78 °C

3.1: 96 percent / AcOH / ethanol / 12 h / 20 °C

4.1: DMAP / CH₂Cl₂ / 12 h / 20 °C

5.1: 827 mg / Bu₃SnH; AIBN / toluene / 1 h / Heating

6.1: 85 percent / TsOH*H₂O / toluene / 3.5 h / 120 °C

7.1: n-BuLi / diethyl ether / 0.5 h / -78 °C

7.2: NMO; 4-Angstroem molecular sieves; tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Barton-McCombie reaction;
DOI:10.1055/s-2005-871932

Reference yield:

: 866650-91-1
(1R,3S,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-2,2-dimethyl-cyclohexanecarbaldehyde

: 866650-96-6
(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / AcOH / ethanol / 12 h / 20 °C

2.1: DMAP / CH₂Cl₂ / 12 h / 20 °C

3.1: 827 mg / Bu₃SnH; AIBN / toluene / 1 h / Heating

4.1: 85 percent / TsOH*H₂O / toluene / 3.5 h / 120 °C

5.1: n-BuLi / diethyl ether / 0.5 h / -78 °C

5.2: NMO; 4-Angstroem molecular sieves; tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; toluene-4-sulfonic acid; acetic acid; In diethyl ether; ethanol; dichloromethane; toluene; 3.1: Barton-McCombie reaction;
DOI:10.1055/s-2005-871932