(R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane

Base Information

Chemical Name:(R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane
CAS No.:132514-33-1
Molecular Formula:C₁₂H₂₀O₃
Molecular Weight:212.289
Hs Code.:

Synonyms:(R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane

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Chemical Property of (R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane

Chemical Property:

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Technology Process of (R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane

There total 1 articles about (R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane 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:

: 876-53-9
1,3-dibromoadamantane

: 132514-33-1
(R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / 1 M NaOH / dioxane / 16 h / 185 °C

2: 99 percent / H₂ / 5percent Pd/C / ethanol / 0.5 h

3: 88 percent / trimethyl orthoformate, p-toluenesulfonic acid / toluene / 1.5 h / Heating

4: 1.) BH₃*THF, 2.) 10percent aq. NaOH, 30percent aq. H₂O₂ / 1.) RT, 1 h, 2.) a) RT, 1 h, b) 40 deg C, 20 min

With sodium hydroxide; borane-THF; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; trimethyl orthoformate; palladium on activated charcoal; In 1,4-dioxane; ethanol; toluene;
DOI:10.1021/ja00006a042

Reference yield: 88.0%

: 100-39-0
benzyl bromide

: 132514-33-1
(R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane

: 132514-34-2
(R,S)-(1l,2u,3l,5u)-2-(benzyloxy)-7-(ethylenedioxy)-3-methylbicyclo<3.3.1>nonane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; potassium hydride; In 1,2-dimethoxyethane; at 55 ℃; for 1h;
DOI:10.1021/ja00006a042

Reference yield:

: 132514-33-1
(R,S)-(1l,2u,3l,5u)-7-(ethylenedioxy)-2-hydroxy-3-methylbicyclo<3.3.1>nonane

: 132514-37-5
(R,S)-(1l,2u,3l,5u,7x)-2-(benzyloxy)-7-formyl-3-methylbicyclo<3.3.1>nonane

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / KH, tetrabutylammonium iodide / 1,2-dimethoxy-ethane / 1 h / 55 °C

2: 96 percent / 1 M aq. HCl / tetrahydrofuran / 3 h / Ambient temperature

3: 1.) KH / 1.) DMSO, RT, 5 min, 2.) RT, 18 h

4: 56 percent / SnCl₄ / CH₂Cl₂ / 0.17 h / -78 - -50 °C

With hydrogenchloride; tin(IV) chloride; tetra-(n-butyl)ammonium iodide; potassium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/ja00006a042