mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

Base Information

Chemical Name:mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene
CAS No.:82938-59-8
Molecular Formula:C₂₁H₃₀O₅S
Molecular Weight:394.532
Hs Code.:

Synonyms:mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

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Chemical Property of mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

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Technology Process of mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

There total 9 articles about mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene 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: 95.0%

: 124-63-0
methanesulfonyl chloride

: 82911-98-6
3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

: 82938-59-8
mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

Guidance literature:: In pyridine; at 0 ℃; for 72h;
DOI:10.1139/v82-151

Reference yield:

: 946-33-8
2-benzylcyclohexan-1-one

: 82938-59-8
mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

Guidance literature:: Multi-step reaction with 7 steps

1: 49 percent / potassium hydroxide / diethyl ether; ethanol / 4 h / 0 °C

2: 77 percent / p-toluenesulfonic acid monohydrate / benzene / 18 h / Heating

3: 1.) diborane, 2.) sodium hydroxide, 30percent hydrogen peroxide / 1.) tetrahydrofuran, R_.T_. 3 h, 2.) 0 degC, methanol

4: Jones reagent / acetone

5: tetrahydrofuran / 1.) 10 min., 0 degC, 2.) reflux, 20 min.

6: 1.) borane, 2.) sodium hydroxide, 30percent hydrogen peroxide / 1.) THF, R_.T_. 1.5 h, methanol, 2.) 0 degC, 15 min., sodium sulfite

7: 95 percent / pyridine / 72 h / 0 °C

With potassium hydroxide; sodium hydroxide; jones reagent; borane; dihydrogen peroxide; toluene-4-sulfonic acid; diborane; In tetrahydrofuran; pyridine; diethyl ether; ethanol; acetone; benzene;
DOI:10.1139/v82-151

Reference yield:

: 100-44-7
benzyl chloride

: 82938-59-8
mesylate of 3-ethylenedioxy-5β-hydroxy-8a-phenylmethyl-trans-perhydronaphthalene

Guidance literature:: Multi-step reaction with 8 steps

1: 55 percent / 1.) dioxane, reflux 16 h, 2.) dioxane, water, reflux, 2.5 h

2: 49 percent / potassium hydroxide / diethyl ether; ethanol / 4 h / 0 °C

3: 77 percent / p-toluenesulfonic acid monohydrate / benzene / 18 h / Heating

4: 1.) diborane, 2.) sodium hydroxide, 30percent hydrogen peroxide / 1.) tetrahydrofuran, R_.T_. 3 h, 2.) 0 degC, methanol

5: Jones reagent / acetone

6: tetrahydrofuran / 1.) 10 min., 0 degC, 2.) reflux, 20 min.

7: 1.) borane, 2.) sodium hydroxide, 30percent hydrogen peroxide / 1.) THF, R_.T_. 1.5 h, methanol, 2.) 0 degC, 15 min., sodium sulfite

8: 95 percent / pyridine / 72 h / 0 °C

With potassium hydroxide; sodium hydroxide; jones reagent; borane; dihydrogen peroxide; toluene-4-sulfonic acid; diborane; In tetrahydrofuran; pyridine; diethyl ether; ethanol; acetone; benzene;
DOI:10.1139/v82-151