2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol

Base Information

Chemical Name:2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol
CAS No.:1307854-49-4
Molecular Formula:C₂₁H₂₇N₃O₃
Molecular Weight:369.464
Hs Code.:

Synonyms:2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol

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Chemical Property of 2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol

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Technology Process of 2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol

There total 10 articles about 2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol 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: 100.0%

: 1307854-42-7
2-(3-[2-(1,4-dioxan-2-yl)ethyl]-5-{3-ethyl-4-[(triisopropylsilyl)ethynyl]phenyl}-3H-1,2,3-triazol-4-yl)propan-2-ol

: 1307854-49-4
2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;
DOI:10.1002/ejoc.201001531

Reference yield:

: 926624-52-4
2-(2-bromoethyl)-1,4-dioxane

: 1307854-49-4
2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium azide / dimethyl sulfoxide / 45 °C

2.1: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / methanol; water / 20 - 60 °C

3.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

With n-butyllithium; sodium azide; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; hexanes; water; dimethyl sulfoxide;
DOI:10.1002/ejoc.201001531

Reference yield:

: 1307853-93-5
3-ethyl-4-[(triisopropylsilyl)ethynyl]aniline

: 1307854-49-4
2-{3-[2-(1,4-dioxan-2-yl)ethyl]-5-(3-ethyl-4-ethynylphenyl)-3H-1,2,3-triazol-4-yl}propan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 - 3 °C

1.2: 2 h / 0 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 96 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / toluene / 4 h / Reflux

4.1: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / methanol; water / 20 - 60 °C

5.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C / Inert atmosphere

5.2: 2 h / -78 - 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; sodium nitrite; In tetrahydrofuran; methanol; hexanes; water; toluene; 1.1: Sandmeyer type reaction / 1.2: Sandmeyer type reaction / 2.1: Sonogashira coupling;
DOI:10.1002/ejoc.201001531