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

Base Information

Chemical Name:(2E)-3-methyl-5-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclo-hex-1-en-1-yl]pent-2-en-4-yn-1-1ol
CAS No.:1376185-66-8
Molecular Formula:C₂₁H₃₆O₂Si
Molecular Weight:348.601
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E)-3-methyl-5-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclo-hex-1-en-1-yl]pent-2-en-4-yn-1-1ol

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Technology Process of (2E)-3-methyl-5-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclo-hex-1-en-1-yl]pent-2-en-4-yn-1-1ol

There total 13 articles about (2E)-3-methyl-5-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclo-hex-1-en-1-yl]pent-2-en-4-yn-1-1ol 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%

: 37428-49-2,37428-56-1,51053-11-3
3-bromo-2-butenol

: 1376185-61-3
triethyl[(4R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-yl]-oxysilane

: 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

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; diisopropylamine; at 20 ℃; for 2h; stereoselective reaction; Inert atmosphere;
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

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

Guidance literature:: Multi-step reaction with 8 steps

1: dmap; triethylamine / dichloromethane / 0 °C

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

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

4: pyridine / 20 °C

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

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

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

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

With 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; potassium hydroxide; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; dichloromethane; water;
DOI:10.1039/c2ob25321f

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 steps

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

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

3: pyridine / 20 °C

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

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

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

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

With 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; potassium hydroxide; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; dichloromethane; water;
DOI:10.1039/c2ob25321f