(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

Base Information

Chemical Name:(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene
CAS No.:160084-13-9
Molecular Formula:C₃₄H₆₅NOSi
Molecular Weight:531.982
Hs Code.:

Synonyms:(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

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Chemical Property of (2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

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Technology Process of (2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

There total 8 articles about (2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene 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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 160084-12-8
(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-hydroxymethyl-1-(N,N-di-n-butylamino)-2,6-nonadiene

: 160084-13-9
(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85353-9

Reference yield:

: 17283-81-7
4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

: 160084-13-9
(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

Guidance literature:: Multi-step reaction with 7 steps

1: lithium diisopropylamide / tetrahydrofuran; hexane / -80 deg C, 15 min, 1h to rt., 2h, rt

2: lithium diisopropylamide / tetrahydrofuran; hexane / 3 h / Ambient temperature

3: 1.) zirconocene dichloride; 2.) n-butyllithium / 1.) CH₂Cl₂/hexanes, rt., 3 h; 2.) pentane/hexanes, -80 deg C; 3.) THF/Et₂O, rt., 18 h

4: triethylamine / CH₂Cl₂ / 0.67 h / -10 °C

5: LiBr / acetone / 3 h / Heating

6: 85 percent / Mg, dibromoethane, EtMgBr / diethyl ether / 8 h / Heating

7: 98 percent / DMAP, imidazole / CH₂Cl₂ / 4 h / Ambient temperature

With 1H-imidazole; dmap; n-butyllithium; 1,1-Dibromoethane; zirconocene dichloride; ethylmagnesium bromide; magnesium; triethylamine; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetone;
DOI:10.1016/S0040-4020(01)85353-9

Reference yield:

: 36772-04-0
1-(3-Butynyl)-2,6,6-trimethyl-1-cyclohexene

: 160084-13-9
(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) zirconocene dichloride; 2.) n-butyllithium / 1.) CH₂Cl₂/hexanes, rt., 3 h; 2.) pentane/hexanes, -80 deg C; 3.) THF/Et₂O, rt., 18 h

2: triethylamine / CH₂Cl₂ / 0.67 h / -10 °C

3: LiBr / acetone / 3 h / Heating

4: 85 percent / Mg, dibromoethane, EtMgBr / diethyl ether / 8 h / Heating

5: 98 percent / DMAP, imidazole / CH₂Cl₂ / 4 h / Ambient temperature

With 1H-imidazole; dmap; n-butyllithium; 1,1-Dibromoethane; zirconocene dichloride; ethylmagnesium bromide; magnesium; triethylamine; lithium bromide; In diethyl ether; dichloromethane; acetone;
DOI:10.1016/S0040-4020(01)85353-9