N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

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Chemical Name:N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide
CAS No.:870290-89-4
Molecular Formula:C₂₈H₄₄F₃NO₃Si
Molecular Weight:527.743
Hs Code.:

<i>N</i>-{3-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

Synonyms:N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

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Chemical Property of N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

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Technology Process of N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

There total 7 articles about N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 870290-89-4
N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 92 percent / tetrahydrofuran / 0.17 h / -78 °C

2.1: AgSbF₆ / CuCl₂; (S,S)-2,2'-isopropylidenebis(4-tert-butyl-2-oxazoline) / CH₂Cl₂ / 10 h / 25 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

4.1: KHMDS / tetrahydrofuran; toluene / 0.33 h / -78 °C

5.1: t-BuLi / diethyl ether; pentane / 0.08 h / -78 °C

5.2: TMEDA / diethyl ether; tetrahydrofuran; pentane / 14 h / -20 - 20 °C

6.1: triethylamine / tetrahydrofuran / 0.25 h / 25 °C

6.2: samarium(II) iodide / tetrahydrofuran / 0.5 h / 25 °C

With silver hexafluoroantimonate; n-butyllithium; tert.-butyl lithium; sodium hexamethyldisilazane; potassium hexamethylsilazane; triethylamine; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; copper dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; pentane; 2.1: Diels-Alder reaction;
DOI:10.1021/ol051840r

Reference yield:

: 264921-02-0
tert-butyl-dimethyl-(2-methyl-1-methylene-hex-2-en-4-ynyloxy)-silane

: 870290-89-4
N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: AgSbF₆ / CuCl₂; (S,S)-2,2'-isopropylidenebis(4-tert-butyl-2-oxazoline) / CH₂Cl₂ / 10 h / 25 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.33 h / -78 °C

4.1: t-BuLi / diethyl ether; pentane / 0.08 h / -78 °C

4.2: TMEDA / diethyl ether; tetrahydrofuran; pentane / 14 h / -20 - 20 °C

5.1: triethylamine / tetrahydrofuran / 0.25 h / 25 °C

5.2: samarium(II) iodide / tetrahydrofuran / 0.5 h / 25 °C

With silver hexafluoroantimonate; n-butyllithium; tert.-butyl lithium; potassium hexamethylsilazane; triethylamine; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; copper dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; pentane; 1.1: Diels-Alder reaction;
DOI:10.1021/ol051840r

Reference yield:

: 870290-84-9
N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-4-methyl-benzenesulfonamide

: 407-25-0
trifluoroacetic anhydride

: 870290-89-4
N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-2,2,2-trifluoro-acetamide

Guidance literature:: N-{3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-1-(5-methyl-hex-4-enoyl)-2-prop-1-ynyl-cyclohex-3-enyl]-propyl}-4-methyl-benzenesulfonamide; trifluoroacetic anhydride; With triethylamine; In tetrahydrofuran; at 25 ℃; for 0.25h;

With samarium diiodide; In tetrahydrofuran; at 25 ℃; for 0.5h;
DOI:10.1021/ol051840r