tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane

Base Information

Chemical Name:tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane
CAS No.:1353023-73-0
Molecular Formula:C₂₇H₄₄OSi
Molecular Weight:412.731
Hs Code.:

Synonyms:tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane

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Chemical Property of tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane

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Technology Process of tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane

There total 2 articles about tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane 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%

: 1353023-68-3
(R)-all-trans-3-(tert-butyldimethylsilyloxy)retinal

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1353023-73-0
tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane

Guidance literature:: Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; hexane; at 25 ℃; for 0.5h; Inert atmosphere;

(R)-all-trans-3-(tert-butyldimethylsilyloxy)retinal; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201100935

Reference yield:

: 875797-48-1
(-)-(R)-all-trans-3-(tert-butyldimethylsilyloxy)retinol

: 1353023-73-0
tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: manganese(IV) oxide; sodium carbonate / dichloromethane / 2 h / 0 - 25 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / 25 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

With manganese(IV) oxide; sodium hexamethyldisilazane; sodium carbonate; In tetrahydrofuran; hexane; dichloromethane; 2.1: Wittig reaction / 2.2: Wittig reaction;
DOI:10.1002/ejoc.201100935

Reference yield:

: 1353023-73-0
tert-butyl-{4-[(1E,3E,5E,7E)-3,7-dimethyldeca-1,3,5,7,9-pentaenyl]-3,5,5-trimethylcyclohex-3-enyloxy}dimethylsilane

: 144-68-3,3309-19-1,24502-92-9,29472-68-2,31272-50-1,31272-53-4,57820-80-1,60046-54-0,60497-64-5,60497-65-6,72002-36-9,72580-10-0,100347-92-0,100347-97-5,136656-95-6,136733-98-7,136733-99-8,136734-01-5,136734-02-6
zeaxanthin

Guidance literature:: Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 6.5 h / 50 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 7 h / 0 - 25 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100935