(E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one

Base Information

Chemical Name:(E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one
CAS No.:314021-30-2
Molecular Formula:C₄₀H₅₄O₅SSi₂
Molecular Weight:703.103
Hs Code.:

Synonyms:(E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one

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Chemical Property of (E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one

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Technology Process of (E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one

There total 9 articles about (E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one 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: 63.0%

: 314021-29-9
C₃₁H₄₆O₂Si₂

: 314021-31-3
3-benzenesulfonyl-N-methoxy-N-methyl-propionamide

: 314021-30-2
(E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one

Guidance literature:: C₃₁H₄₆O₂Si₂; With n-butyllithium; In tetrahydrofuran; at -78 - -10 ℃;

With cerium(III) chloride; In tetrahydrofuran; pentane; at -78 ℃; for 0.333333h;

3-benzenesulfonyl-N-methoxy-N-methyl-propionamide; In tetrahydrofuran; pentane; at -78 - -30 ℃; Further stages.;
DOI:10.1021/ol006674w

Reference yield:

: 314021-28-8
(E)-(S)-9-(tert-Butyl-diphenyl-silanyloxy)-non-5-en-1-yn-4-ol

: 314021-30-2
(E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0.42 h / -78 °C

2.1: n-BuLi / tetrahydrofuran; various solvent(s) / -78 - -10 °C

2.2: CeCl₃ / tetrahydrofuran; various solvent(s); pentane / 0.33 h / -78 °C

2.3: 63 percent / tetrahydrofuran; various solvent(s); pentane / -78 - -30 °C

With 2,6-dimethylpyridine; n-butyllithium; In tetrahydrofuran; dichloromethane; 1.1: Silylation / 2.1: Metallation / 2.2: Substitution / 2.3: Acylation;
DOI:10.1021/ol006674w

Reference yield:

: 3445-53-2
3-(benzenesulphonyl)propionyl chloride

: 314021-30-2
(E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodec-8-en-4-yn-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / Et₃N / CH₂Cl₂ / 14 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; various solvent(s) / -78 - -10 °C

2.2: CeCl₃ / tetrahydrofuran; various solvent(s); pentane / 0.33 h / -78 °C

2.3: 63 percent / tetrahydrofuran; various solvent(s); pentane / -78 - -30 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Acylation / 2.1: Metallation / 2.2: Substitution / 2.3: Acylation;
DOI:10.1021/ol006674w