[(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane

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Chemical Name:[(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane
CAS No.:1376185-70-4
Molecular Formula:C₂₁H₃₅ClOSi
Molecular Weight:367.047
Hs Code.:

Synonyms:[(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane

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Chemical Property of [(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane

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Technology Process of [(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane

There total 13 articles about [(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane 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: 83.0%

: 1376185-66-8
(2E)-3-methyl-5-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclo-hex-1-en-1-yl]pent-2-en-4-yn-1-1ol

: 1376185-70-4
[(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane

Guidance literature:: (2E)-3-methyl-5-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclo-hex-1-en-1-yl]pent-2-en-4-yn-1-1ol; With 2,4,6-trimethyl-pyridine; lithium chloride; In N,N-dimethyl-formamide; at -10 ℃; for 0.166667h; Inert atmosphere;

With methanesulfonyl chloride; at -10 - 0 ℃; for 1.5h; stereoselective reaction;
DOI:10.1039/c2ob25321f

Reference yield:

: 20548-02-1,55058-51-0,60686-81-9,60686-82-0,82977-53-5,90082-06-7,90129-05-8,99881-84-2,60046-50-6
(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

: 1376185-70-4
[(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane

Guidance literature:: Multi-step reaction with 9 steps

1.1: dmap; triethylamine / dichloromethane / 0 °C

2.1: n-butyllithium / tetrahydrofuran / -50 °C

3.1: potassium hydroxide / methanol; water / 20 °C

4.1: pyridine / 20 °C

5.1: copper(II) sulfate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

6.1: lithium aluminium tetrahydride / diethyl ether / 0.25 h / 0 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

8.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; diisopropylamine / 2 h / 20 °C / Inert atmosphere

9.1: 2,4,6-trimethyl-pyridine; lithium chloride / N,N-dimethyl-formamide / 0.17 h / -10 °C / Inert atmosphere

9.2: 1.5 h / -10 - 0 °C

With pyridine; 2,4,6-trimethyl-pyridine; dmap; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; copper(II) sulfate; triethylamine; diisopropylamine; lithium chloride; potassium hydroxide; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob25321f

Reference yield:

: 152125-31-0
(4R,6R)-2,2,6-Trimethyl-4-trimethylsilanyloxy-cyclohexanone

: 1376185-70-4
[(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / tetrahydrofuran / -50 °C

2.1: potassium hydroxide / methanol; water / 20 °C

3.1: pyridine / 20 °C

4.1: copper(II) sulfate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

5.1: lithium aluminium tetrahydride / diethyl ether / 0.25 h / 0 °C / Inert atmosphere

6.1: dmap; triethylamine / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

7.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; diisopropylamine / 2 h / 20 °C / Inert atmosphere

8.1: 2,4,6-trimethyl-pyridine; lithium chloride / N,N-dimethyl-formamide / 0.17 h / -10 °C / Inert atmosphere

8.2: 1.5 h / -10 - 0 °C

With pyridine; 2,4,6-trimethyl-pyridine; dmap; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; copper(II) sulfate; triethylamine; diisopropylamine; lithium chloride; potassium hydroxide; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob25321f