(3R)-3-(but-3-enyl)-3-etynylcyclohexanone

Base Information

Chemical Name:(3R)-3-(but-3-enyl)-3-etynylcyclohexanone
CAS No.:1270183-50-0
Molecular Formula:C₁₂H₁₆O
Molecular Weight:176.258
Hs Code.:

Synonyms:(3R)-3-(but-3-enyl)-3-etynylcyclohexanone

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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 (3R)-3-(but-3-enyl)-3-etynylcyclohexanone

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Technology Process of (3R)-3-(but-3-enyl)-3-etynylcyclohexanone

There total 8 articles about (3R)-3-(but-3-enyl)-3-etynylcyclohexanone 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: 81.0%

: 1270183-38-4
(R)-3-(but-3-enyl)-3-(2-(trimethylsilyl)ethynyl)cyclohexanone

: 1270183-50-0
(3R)-3-(but-3-enyl)-3-etynylcyclohexanone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol200219m

Reference yield:

: 124267-26-1
3-ethynyl-2-cyclohexen-1-one

: 7103-09-5
4-but-1-enylmagnesium bromide

: 1270183-53-3
C₁₂H₁₈O

: 1270183-50-0
(3R)-3-(but-3-enyl)-3-etynylcyclohexanone

Guidance literature:: With C₁₈H₂₉N₂O⁽¹⁺⁾*Cl^(1-); copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at -10 ℃; for 1.25h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol200219m

Reference yield:

: 124267-25-0
3-[(trimethylsilyl)ethynyl]-2-cyclohexen-1-one

: 1270183-50-0
(3R)-3-(but-3-enyl)-3-etynylcyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1: C₁₈H₂₉N₂O⁽¹⁺⁾*Cl^(1-); copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 1.25 h / -10 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

With C₁₈H₂₉N₂O⁽¹⁺⁾*Cl^(1-); tetrabutyl ammonium fluoride; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol200219m