(2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

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Chemical Name:(2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone
CAS No.:1431302-73-6
Molecular Formula:C₂₀H₃₁BrO₃
Molecular Weight:399.368
Hs Code.:

Synonyms:(2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

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Chemical Property of (2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

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Technology Process of (2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

There total 9 articles about (2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone 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:

: 1431302-64-5
(((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane

: 1431302-71-4
(2R,5S)-2-((tert-butyldimethylsilyl)oxy)-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

: 1431302-73-6
(2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

Guidance literature:: (2R,5S)-2-((tert-butyldimethylsilyl)oxy)-2-methyl-5-(prop-1-en-2-yl)cyclohexanone; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

(((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane; In tetrahydrofuran; toluene; at -78 - 20 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol400754e

Reference yield:

: 288264-99-3,7086-80-8
(2R,5S)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

: 1431302-73-6
(2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine / dichloromethane / -78 - 20 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.2: -78 - 20 °C

2.3: 20 °C

With 2,6-dimethylpyridine; potassium hexamethylsilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol400754e

Reference yield:

: 203719-53-3
(-)-limonene oxide

: 1431302-73-6
(2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium phosphate / aq. phosphate buffer / 32 h / 20 °C / pH 3.1

2.1: 2-iodoxybenzoic acid / ethyl acetate / 16 h / Reflux

3.1: 2,6-dimethylpyridine / dichloromethane / -78 - 20 °C / Inert atmosphere

4.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C

4.2: -78 - 20 °C

4.3: 20 °C

With 2,6-dimethylpyridine; potassium phosphate; 2-iodoxybenzoic acid; potassium hexamethylsilazane; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ol400754e