3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne

Base Information

Chemical Name:3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne
CAS No.:154137-25-4
Molecular Formula:C₁₆H₂₆O₃
Molecular Weight:266.381
Hs Code.:

Synonyms:3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne

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Chemical Property of 3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne

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Technology Process of 3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne

There total 1 articles about 3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne 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:

: 2816-57-1
2,6-dimethylcyclohexanone

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

: 154137-25-4
3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction; 1.) Et₂O, hexane, 0 deg C, 30 min, 2.) room temperature, 30 min;

Reference yield: 100.0%

: 154137-25-4
3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne

: 55046-91-8
3-(1-hydroxy-2,6-dimethylcyclohexyl)prop-2-yn-1-ol

Guidance literature:: With sulfuric acid; In acetone; for 18h; Ambient temperature;

Reference yield:

: 154137-25-4
3-(1-hydroxy-2,6-dimethylcyclohexyl)-1-(tetrahydro-2H-pyran-2-yloxy)prop-2-yne

: [(E)-3-(4,7a-Dimethyl-5,6,7,7a-tetrahydro-1H-inden-2-yl)-but-2-enyl]-triphenyl-phosphonium; bromide

Guidance literature:: Multi-step reaction with 13 steps

1: 100 percent / H₂SO₄ / acetone / 18 h / Ambient temperature

2: 44 percent / P₂O₅, CH₃SO₃H / 0.25 h

3: 92 percent / NaH / benzene / 20 h / Heating

4: NaBH₄ / methanol / 1.) 0 deg C, 10 min, 2.) room temperature, 20 min

5: Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

6: 280 mg / LAH / diethyl ether / 0.17 h / 0 °C

7: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 15 min, 2.) -60 deg C, 15 min; room temperature, 5 min

8: 924 mg / tetrahydrofuran / 0.5 h / 0 °C

9: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 15 min, 2.) -60 deg C, 15 min; room temperature, 5 min

10: 83 percent / TBAF / tetrahydrofuran / 1 h / Ambient temperature

11: 1.) BuLi / 1.) THF, hexane, room temperature, 30 min, 2.) reflux, 3 h

12: LAH / diethyl ether / 0.25 h / 0 °C

13: methanol / 20 h / Ambient temperature

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; methanesulfonic acid; sulfuric acid; tetrabutyl ammonium fluoride; phosphorus pentoxide; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; benzene;