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

Base Information

Chemical Name:(R,S)-(1l,2u,3l,5u,7x)-2-(benzyloxy)-7-formyl-3-methylbicyclo<3.3.1>nonane
CAS No.:132514-37-5
Molecular Formula:C₁₈H₂₄O₂
Molecular Weight:272.387
Hs Code.:

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

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

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

There total 10 articles about (R,S)-(1l,2u,3l,5u,7x)-2-(benzyloxy)-7-formyl-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: 56.0%

: 132514-36-4
(R,S)-(1l,2u,3l,5u,7l)-2-(benzyloxy)-3-methylbicyclo<3.3.1>nonanespiro-7,2'-1'-oxacyclopropane

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

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 - -50 ℃; for 0.166667h;
DOI:10.1021/ja00006a042

Reference yield:

: 876-53-9
1,3-dibromoadamantane

: 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 8 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

5: 88 percent / KH, tetrabutylammonium iodide / 1,2-dimethoxy-ethane / 1 h / 55 °C

6: 96 percent / 1 M aq. HCl / tetrahydrofuran / 3 h / Ambient temperature

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

8: 56 percent / SnCl₄ / CH₂Cl₂ / 0.17 h / -78 - -50 °C

With hydrogenchloride; sodium hydroxide; borane-THF; hydrogen; dihydrogen peroxide; tin(IV) chloride; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; trimethyl orthoformate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; toluene;
DOI:10.1021/ja00006a042

Reference yield:

: 768-90-1
1-Adamantyl bromide

: 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 9 steps

1: 87 percent / Br₂, AlBr₃, BBr₃ / 1.5 h / 85 °C

2: 83 percent / 1 M NaOH / dioxane / 16 h / 185 °C

3: 99 percent / H₂ / 5percent Pd/C / ethanol / 0.5 h

4: 88 percent / trimethyl orthoformate, p-toluenesulfonic acid / toluene / 1.5 h / Heating

5: 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

6: 88 percent / KH, tetrabutylammonium iodide / 1,2-dimethoxy-ethane / 1 h / 55 °C

7: 96 percent / 1 M aq. HCl / tetrahydrofuran / 3 h / Ambient temperature

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

9: 56 percent / SnCl₄ / CH₂Cl₂ / 0.17 h / -78 - -50 °C

With hydrogenchloride; sodium hydroxide; aluminum tri-bromide; borane-THF; hydrogen; dihydrogen peroxide; bromine; boron tribromide; tin(IV) chloride; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; trimethyl orthoformate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; toluene;
DOI:10.1021/ja00006a042