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

Base Information

Chemical Name:6-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-8-(6-oxo-cyclohex-1-enyl)-octa-2,7-diynal
CAS No.:209405-31-2
Molecular Formula:C₂₂H₃₂O₃Si
Molecular Weight:372.58
Hs Code.:

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

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

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

There total 11 articles about 6-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-8-(6-oxo-cyclohex-1-enyl)-octa-2,7-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: 98.0%

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

: 209405-29-8
6-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-octa-2,7-diynal

: 209405-31-2
6-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-8-(6-oxo-cyclohex-1-enyl)-octa-2,7-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

: 209405-31-2
6-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-8-(6-oxo-cyclohex-1-enyl)-octa-2,7-diynal

Guidance literature:: Multi-step reaction with 10 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: 73 percent / oxalyl chloride, DMSO, NEt₃ / CH₂Cl₂ / 1 h / -78 °C

5: 69 percent / 1.) nBuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min; 2.) RT, 1.5 h

6: 99 percent / imidazole / toluene; CH₂Cl₂ / 16 h / Ambient temperature

7: 88 percent / nBuLi / tetrahydrofuran; hexane / 4 h / -78 °C

8: 84 percent / K₂CO₃ / methanol / 14 h / Ambient temperature

9: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

10: 98 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; oxalyl dichloride; water; sodium; potassium carbonate; Dess-Martin periodane; dimethyl sulfoxide; 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

: 209405-31-2
6-(tert-Butyl-dimethyl-silanyloxy)-4,4-dimethyl-8-(6-oxo-cyclohex-1-enyl)-octa-2,7-diynal

Guidance literature:: Multi-step reaction with 9 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: 73 percent / oxalyl chloride, DMSO, NEt₃ / CH₂Cl₂ / 1 h / -78 °C

4: 69 percent / 1.) nBuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min; 2.) RT, 1.5 h

5: 99 percent / imidazole / toluene; CH₂Cl₂ / 16 h / Ambient temperature

6: 88 percent / nBuLi / tetrahydrofuran; hexane / 4 h / -78 °C

7: 84 percent / K₂CO₃ / methanol / 14 h / Ambient temperature

8: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

9: 98 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; oxalyl dichloride; water; potassium carbonate; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; toluene; benzene;