7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal

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Chemical Name:7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal
CAS No.:209405-32-3
Molecular Formula:C₂₃H₃₄O₃Si
Molecular Weight:386.607
Hs Code.:

Synonyms:7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal

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Chemical Property of 7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal

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Technology Process of 7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal

There total 13 articles about 7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal 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: 85.0%

: 33948-36-6
2-iodocyclohex-2-en-1-one

: 209405-30-1
7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-nona-2,8-diynal

: 209405-32-3
7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In benzene; at 0 ℃; for 3h;

Reference yield:

: 6214-31-9
3-bromo-3-methylbut-1-yne

: 209405-32-3
7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal

Guidance literature:: Multi-step reaction with 12 steps

1: 39 percent / Na / ethanol / 4 h / 60 °C

2: 82 percent / NaCl/H₂O / dimethylsulfoxide / 19 h / 180 °C

3: 95 percent / LiAlH₄ / diethyl ether / 1.) reflux, 1 h; 2.) RT, 10 h

4: 97 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 0 °C

5: 87 percent / dimethylsulfoxide / 1.) 90 deg C, 30 min; 2.) RT, 12 h

6: DIBAL / toluene / 2 h / -78 °C

7: 1.) nBuLi / tetrahydrofuran; hexane; toluene / 1.) -78 deg C, 30 min; 2.) RT, 1.5 h

8: 93 percent / imidazole / toluene; CH₂Cl₂ / 16 h / Ambient temperature

9: 91 percent / nBuLi / tetrahydrofuran; hexane / 4 h / -78 °C

10: 85 percent / K₂CO₃ / methanol / 14 h / Ambient temperature

11: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

12: 85 percent / Pd(PPh₃)2Cl₂, CuI, NEt₃ / benzene / 3 h / 0 °C

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; water; sodium; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; triethylamine; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; benzene;

Reference yield:

: 21079-27-6
diethyl 2-(1,1-dimethyl-2-propynyl)malonate

: 209405-32-3
7-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-9-(6-oxo-cyclohex-1-enyl)-nona-2,8-diynal

Guidance literature:: Multi-step reaction with 11 steps

1: 82 percent / NaCl/H₂O / dimethylsulfoxide / 19 h / 180 °C

2: 95 percent / LiAlH₄ / diethyl ether / 1.) reflux, 1 h; 2.) RT, 10 h

3: 97 percent / NEt₃ / CH₂Cl₂ / 0.5 h / 0 °C

4: 87 percent / dimethylsulfoxide / 1.) 90 deg C, 30 min; 2.) RT, 12 h

5: DIBAL / toluene / 2 h / -78 °C

6: 1.) nBuLi / tetrahydrofuran; hexane; toluene / 1.) -78 deg C, 30 min; 2.) RT, 1.5 h

7: 93 percent / imidazole / toluene; CH₂Cl₂ / 16 h / Ambient temperature

8: 91 percent / nBuLi / tetrahydrofuran; hexane / 4 h / -78 °C

9: 85 percent / K₂CO₃ / methanol / 14 h / Ambient temperature

10: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

11: 85 percent / Pd(PPh₃)2Cl₂, CuI, NEt₃ / benzene / 3 h / 0 °C

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; water; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; triethylamine; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene; benzene;