(+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether

Base Information

Chemical Name:(+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether
CAS No.:171739-86-9
Molecular Formula:C₁₈H₂₉FO₃
Molecular Weight:312.425
Hs Code.:

Synonyms:(+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether

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Chemical Property of (+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether

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Technology Process of (+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether

There total 1 articles about (+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether 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:

: 57188-99-5
3-butyn-2-yl tetrahydropyranyl ether

: (+/-)-2-fluoromethyl-2,6-dimethyl-1-cyclohexanone

: 171739-86-9
(+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, -25 deg C - -10 deg C, 2 h;
DOI:10.1016/0031-9422(95)00230-5

Reference yield: 84.0%

: 171739-86-9
(+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether

: 171739-87-0
(+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 55 ℃; for 4h;
DOI:10.1016/0031-9422(95)00230-5

Reference yield:

: 171739-86-9
(+/-)-4-(1'-hydroxy-2'-fluoromethyl-2',6'-dimethylcyclohexyl)but-3-yn-2-ol-tetrahydropyranyl ether

: (+/-)-(E)-4-(2'-fluoromethyl-2',6'-dimethyl-1'-cyclohexen-1'-yl)-3-buten-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / pyridinium p-toluenesulfonate / ethanol / 4 h / 55 °C

2: 93 percent / pyridine / 15 h / Ambient temperature

3: 21 percent / POCl₃, pyridine / 3 h / 100 °C

4: 87 percent / Red-Al / tetrahydrofuran / 2 h / Heating

With pyridine; pyridinium p-toluenesulfonate; sodium bis(2-methoxyethoxy)aluminium dihydride; trichlorophosphate; In tetrahydrofuran; ethanol;
DOI:10.1016/0031-9422(95)00230-5