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

Base Information

• Chemical Name: (((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane
• CAS No.: 1431302-64-5
• Molecular Formula: C₁₅H₂₈BrIOSi
• Molecular Weight: 459.281

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

Chemical Property of (((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane

There total 8 articles about (((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane 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:

(((1R,2S,4S)-2-bromo-4-(3-chloroprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane (1431302-69-0) → (((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane (1431302-64-5)

Guidance literature:

With sodium iodide; In acetone; at 20 ℃;

DOI:10.1021/ol400754e

Reference yield:

(2R,5S)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone (288264-99-3,7086-80-8) → (((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane (1431302-64-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 2,6-dimethylpyridine / dichloromethane / -78 - 20 °C / Inert atmosphere

2: methanol / 5 h / 20 °C

3: n-butyllithium; copper(ll) bromide / tetrahydrofuran; hexane; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

4: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / benzene / 1 h / Reflux

5: cerium(III) chloride heptahydrate; sodium hypochlorite / dichloromethane; water / 2 h / 0 - 20 °C

6: sodium iodide / acetone / 20 °C

With 2,6-dimethylpyridine; sodium hypochlorite; n-butyllithium; 2,2'-azobis(isobutyronitrile); cerium(III) chloride heptahydrate; tris-(trimethylsilyl)silane; sodium iodide; copper(ll) bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; tert-butyl alcohol; benzene; 6: |Finkelstein Reaction;

DOI:10.1021/ol400754e

Reference yield:

(1R,2R,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol (59121-82-3) → (((1R,2S,4S)-2-bromo-4-(3-iodoprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane (1431302-64-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 2-iodoxybenzoic acid / ethyl acetate / 16 h / Reflux

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

3: methanol / 5 h / 20 °C

4: n-butyllithium; copper(ll) bromide / tetrahydrofuran; hexane; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

5: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / benzene / 1 h / Reflux

6: cerium(III) chloride heptahydrate; sodium hypochlorite / dichloromethane; water / 2 h / 0 - 20 °C

7: sodium iodide / acetone / 20 °C

With 2,6-dimethylpyridine; sodium hypochlorite; n-butyllithium; 2-iodoxybenzoic acid; 2,2'-azobis(isobutyronitrile); cerium(III) chloride heptahydrate; tris-(trimethylsilyl)silane; sodium iodide; copper(ll) bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol; benzene; 7: |Finkelstein Reaction;

DOI:10.1021/ol400754e

upstream raw materials:

(((1R,2S,4S)-2-bromo-4-(3-chloroprop-1-en-2-yl)-1-methylcyclohexyl)oxy)(isopropyl)dimethylsilane

(2R,5S)-2-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

(-)-limonene oxide

(1R,2R,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

Downstream raw materials:

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

(1S,2S,3S,4R)-3-(2-((1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl)allyl)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

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

(2R,5S,6R)-6-(2-((1S,3S,4R)-3-bromo-4-methyl-4-(isopropyldimethylsilyl)oxycyclohexyl)allyl)-2-((tert-butyldimethylsilyl)oxy)-2-methyl-5-(prop-1-en-2-yl)cyclohexanone

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