(6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one

Base Information

Chemical Name:(6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one
CAS No.:343262-73-7
Molecular Formula:C₃₇H₄₆O₂SSi
Molecular Weight:582.923
Hs Code.:

Synonyms:(6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one

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Chemical Property of (6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one

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Technology Process of (6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one

There total 9 articles about (6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-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: 84.0%

: 343262-72-6
(6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-ol

: 343262-73-7
(6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1021/ol015753k

Reference yield:

: 343262-94-2
(2Z,6E)-(4S)-8-(tert-butyldiphenylsilanyloxy)-2,4,6-trimethylocta-2,6-dienal

: 343262-73-7
(6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine / CH₂Cl₂ / 0.17 h / 0 °C

1.2: 1.05 g / n-BuLi / tetrahydrofuran / 1 h / -78 °C

2.1: Cp₂Zr(H)Cl / CH₂Cl₂ / 0.17 h / 23 °C

2.2: Me₂Zn / CH₂Cl₂ / 0.25 h / -65 °C

2.3: 92 percent / CH₂Cl₂ / 1.5 h / 0 °C

3.1: 84 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.25 h / 20 °C

With Schwartz's reagent; sodium hydrogencarbonate; Dess-Martin periodane; triphenylphosphine; In dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1021/ol015753k

Reference yield:

: 27098-65-3
3-phenylsulfanyl-propionaldehyde

: 343262-73-7
(6S)-(2E,4Z,8E)-1-(benzenesulfanyl-ethyl)-10-(tert-butyldiphenylsilanyloxy)-4,6,8-trimethyldeca-2,4,8-trien-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: Cp₂Zr(H)Cl / CH₂Cl₂ / 0.17 h / 23 °C

1.2: Me₂Zn / CH₂Cl₂ / 0.25 h / -65 °C

1.3: 92 percent / CH₂Cl₂ / 1.5 h / 0 °C

2.1: 84 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.25 h / 20 °C

With Schwartz's reagent; sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; 2.1: Dess-Martin oxidation;
DOI:10.1021/ol015753k