(R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol

Base Information

Chemical Name:(R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol
CAS No.:154808-43-2
Molecular Formula:C₁₅H₁₉FO
Molecular Weight:234.314
Hs Code.:

Synonyms:(R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol

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Chemical Property of (R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol

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Technology Process of (R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol

There total 10 articles about (R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol 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: 100.0%

: 154808-42-1
(4R,5S)-(-)-4-cyclohexyl-4-(4-fluorophenyl)-5-(trimethylsilyl)methyl-1,3-dioxolan-2-one

: 154808-43-2
(R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h;
DOI:10.3891/acta.chem.scand.47-1019

Reference yield: 83.0%

: 154808-51-2
(1R,2S)-(+)-1-cyclohexyl-1-(4-fluorophenyl)-3-(trimethylsilyl)propane-1,2-diol

: (1R,2R)-1-cyclohexyl-1-(4-fluorophenyl)propane-1,2-diol

: 154808-43-2
(R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol

Guidance literature:: With 18-crown-6 ether; water; hydrogen cation; potassium hydride; In tetrahydrofuran; at 0 ℃;
DOI:10.3891/acta.chem.scand.47-1019

Reference yield:

: 133216-88-3,112497-25-3
(+/-)-1-cyclohexyl-3-(trimethylsilyl)-2-propynol

: 154808-43-2
(R)-(-)-1-cyclohexyl-1-(4-fluorophenyl)-2-propenol

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / Red-Al (sodium bis(2-methoxyethoxy)aluminium hydride / toluene; diethyl ether / 16 h / Heating

2: Ti(OiPr)4, (+)-diisopropyl L-tartrate, 4 A molecular sieves, tert-butyl hydroperoxide / CH₂Cl₂ / 17.5 h / -23 °C

3: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -70 deg C, 20 min, 2.) CH₂Cl₂, from -70 to -15 deg C

4: 83 percent / diethyl ether / -70 - 0 °C

5: 1.) Ti(OiPr)4, 2.) LiBH₄ / 1.) toluene, RT, 45 min, 2.) toluene, RT, 1 h

6: 63 percent / pyridine / tetrahydrofuran; toluene

7: 100 percent / TBAF (tetrabutylammonium fluoride) / tetrahydrofuran / 3 h

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium borohydride; oxalyl dichloride; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.3891/acta.chem.scand.47-1019