(4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane

Base Information

Chemical Name:(4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane
CAS No.:1265899-56-6
Molecular Formula:C₂₁H₃₂O₃
Molecular Weight:332.483
Hs Code.:

Synonyms:(4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane

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Chemical Property of (4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane

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Technology Process of (4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane

There total 12 articles about (4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane 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%

: 1265899-57-7
(R)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2,6,6-trimethylcyclohexanone

: 2181-42-2
trimethylsulphonium iodide

: 1265899-56-6
(4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane

Guidance literature:: trimethylsulphonium iodide; With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; at 0 ℃; for 0.166667h; Inert atmosphere;

(R)-2-(4-isopropyl-3,5-dimethoxyphenyl)-2,6,6-trimethylcyclohexanone; In tetrahydrofuran; dimethyl sulfoxide; at 0 - 20 ℃; for 12.5h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja110215b

Reference yield:

: 16700-61-1
1,3-dimethoxy-2-(1-methylethyl)benzene

: 1265899-56-6
(4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane

Guidance literature:: Multi-step reaction with 7 steps

1.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 40 h / 80 °C / Inert atmosphere

2.1: copper(ll) bromide / methanol; water / 48 h / 80 °C / Inert atmosphere; Sealed vessel

3.1: (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate / toluene / 72 h / 80 °C / Inert atmosphere; Sealed vessel

4.1: hydrogenchloride; water / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5.1: sodium hydroxide / water / 6 h / 90 °C / Inert atmosphere

6.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

7.1: sodium hydride / tetrahydrofuran; dimethyl sulfoxide / 0.17 h / 0 °C / Inert atmosphere

7.2: 12.5 h / 0 - 20 °C / Inert atmosphere

With (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; hydrogenchloride; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; water; sodium hexamethyldisilazane; sodium hydride; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium hydroxide; copper(ll) bromide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; toluene; 7.1: Corey-Chaykovsky epoxidation / 7.2: Corey-Chaykovsky epoxidation;
DOI:10.1021/ja110215b

Reference yield:

: 1265899-59-9
5-bromo-2-isopropyl-1,3-dimethoxybenzene

: 1265899-56-6
(4R)-4-(4-isopropyl-3,5-dimethoxyphenyl)-4,8,8-trimethyl-1-oxaspiro[2.5]octane

Guidance literature:: Multi-step reaction with 5 steps

1.1: (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate / toluene / 72 h / 80 °C / Inert atmosphere; Sealed vessel

2.1: hydrogenchloride; water / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / water / 6 h / 90 °C / Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; dimethyl sulfoxide / 0.17 h / 0 °C / Inert atmosphere

5.2: 12.5 h / 0 - 20 °C / Inert atmosphere

With (R)-(-)-5,5’-bis(diphenyl;phosphine)-2,2,2’,2’-tetrafluoro-4,4’-bi-1,3-benzodioxole; hydrogenchloride; water; sodium hexamethyldisilazane; sodium hydride; sodium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In tetrahydrofuran; water; dimethyl sulfoxide; toluene; 5.1: Corey-Chaykovsky epoxidation / 5.2: Corey-Chaykovsky epoxidation;
DOI:10.1021/ja110215b