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

Base Information

Chemical Name:(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarboxylic acid
CAS No.:866650-97-7
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

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

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

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

There total 9 articles about (1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarboxylic acid 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: 81.0%

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

: 866650-97-7
(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarboxylic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; In tert-butyl alcohol; at 20 ℃; for 0.25h;
DOI:10.1055/s-2005-871932

Reference yield:

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

: 866650-97-7
(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.1: 81 percent / aq. NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s) / 0.25 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; In diethyl ether; tert-butyl alcohol;
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

: 866650-97-7
(1S,2R)-2-(2-Furan-3-yl-2-oxo-ethyl)-3,3-dimethyl-cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 8 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

8.1: 81 percent / aq. NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s) / 0.25 h / 20 °C

With 1H-imidazole; dmap; sodium chlorite; sodium dihydrogenphosphate; 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; tert-butyl alcohol; 5.1: Barton-McCombie reaction;
DOI:10.1055/s-2005-871932