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

Base Information

Chemical Name:(+/-)-4-(1'-hydroxy-2'-methoxymethyl-2',6'-dimethylcyclohexyl)-but-3-yn-2-ol-tetrahydropyranyl ether
CAS No.:155638-29-2
Molecular Formula:C₁₉H₃₂O₄
Molecular Weight:324.461
Hs Code.:

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

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

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

There total 7 articles about (+/-)-4-(1'-hydroxy-2'-methoxymethyl-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:

: 2816-57-1
2,6-dimethylcyclohexanone

: 155638-29-2
(+/-)-4-(1'-hydroxy-2'-methoxymethyl-2',6'-dimethylcyclohexyl)-but-3-yn-2-ol-tetrahydropyranyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) diisopropylamine, n-BuLi / 1) THF, hexane, -75 deg C; 2) THF, hexane, -25 --> -15 deg C, 60 min

2: 95 percent / pyridine / 21 h / Ambient temperature

3: 79 g / p-toluenesulfonic acid monohydrate / benzene / 6 h / Heating

4: 39 percent / aq. NaOH / 1 h / Ambient temperature

5: 92 percent / NaH / tetrahydrofuran / 16 h / Ambient temperature

6: 97 percent / HCl / methanol / 39 h / Ambient temperature

7: 1.) n-BuLi / 1) THF, hexane, -75 deg C, 1 h; 2) THF, hexane, 2 h, -25 --> -10 deg C

With pyridine; hydrogenchloride; sodium hydroxide; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; methanol; benzene;

Reference yield:

: 13756-98-4
(+/-)-2-hydroxymethyl-2,6-dimethyl-1-cyclohexanone

: 155638-29-2
(+/-)-4-(1'-hydroxy-2'-methoxymethyl-2',6'-dimethylcyclohexyl)-but-3-yn-2-ol-tetrahydropyranyl ether

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / pyridine / 21 h / Ambient temperature

2: 79 g / p-toluenesulfonic acid monohydrate / benzene / 6 h / Heating

3: 39 percent / aq. NaOH / 1 h / Ambient temperature

4: 92 percent / NaH / tetrahydrofuran / 16 h / Ambient temperature

5: 97 percent / HCl / methanol / 39 h / Ambient temperature

6: 1.) n-BuLi / 1) THF, hexane, -75 deg C, 1 h; 2) THF, hexane, 2 h, -25 --> -10 deg C

With pyridine; hydrogenchloride; sodium hydroxide; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; benzene;

Reference yield:

: 13756-97-3
(+/-)-2-hydroxymethyl-2,6-dimethyl-1-cyclohexanone ethylene ketal

: 155638-29-2
(+/-)-4-(1'-hydroxy-2'-methoxymethyl-2',6'-dimethylcyclohexyl)-but-3-yn-2-ol-tetrahydropyranyl ether

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaH / tetrahydrofuran / 16 h / Ambient temperature

2: 97 percent / HCl / methanol / 39 h / Ambient temperature

3: 1.) n-BuLi / 1) THF, hexane, -75 deg C, 1 h; 2) THF, hexane, 2 h, -25 --> -10 deg C

With hydrogenchloride; n-butyllithium; sodium hydride; In tetrahydrofuran; methanol;