(4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one

Base Information

Chemical Name:(4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one
CAS No.:314021-42-6
Molecular Formula:C₄₀H₅₆O₅SSi₂
Molecular Weight:705.119
Hs Code.:

Synonyms:(4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one

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Chemical Property of (4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one

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Technology Process of (4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one

There total 11 articles about (4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-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: 57.0%

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

: 314021-42-6
(4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In various solvent(s);
DOI:10.1021/ol006674w

Reference yield:

: 314021-29-9
C₃₁H₄₆O₂Si₂

: 314021-42-6
(4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one

Guidance literature:: Multi-step reaction with 2 steps

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

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

1.3: 63 percent / tetrahydrofuran; various solvent(s); pentane / -78 - -30 °C

2.1: 57 percent / H₂; quinoline / Lindlar's catalyst / various solvent(s)

With quinoline; n-butyllithium; hydrogen; Lindlar's catalyst; In tetrahydrofuran; 1.1: Metallation / 1.2: Substitution / 1.3: Acylation / 2.1: Hydrogenation;
DOI:10.1021/ol006674w

Reference yield:

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

: 314021-42-6
(4Z,8E)-(S)-1-Benzenesulfonyl-12-(tert-butyl-diphenyl-silanyloxy)-7-triethylsilanyloxy-dodeca-4,8-dien-3-one

Guidance literature:: Multi-step reaction with 3 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

3.1: 57 percent / H₂; quinoline / Lindlar's catalyst / various solvent(s)

With 2,6-dimethylpyridine; quinoline; n-butyllithium; hydrogen; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; 1.1: Silylation / 2.1: Metallation / 2.2: Substitution / 2.3: Acylation / 3.1: Hydrogenation;
DOI:10.1021/ol006674w