tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

Base Information

Chemical Name:tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane
CAS No.:1586033-62-6
Molecular Formula:C₄₅H₆₆O₇Si
Molecular Weight:747.1
Hs Code.:

Synonyms:tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

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Chemical Property of tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

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Technology Process of tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

There total 14 articles about tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane 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:

: 1586033-46-6
(S)-1-methoxy-4-((4-(methoxymethoxy)hex-5-enyloxy)methyl)benzene

: 1586033-52-4
tert-butyl-((R)-1-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

: 1586033-54-6
tert-butyl((R)-1-((4S,5S)-5-((S,E)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

: 1586033-62-6
tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In dichloromethane; for 24h; Overall yield = 32 %; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2014.02.072

Reference yield:

: 1586033-59-1
C₉H₁₈O₂

: 1586033-62-6
tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap; 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

4.1: camphorsulphonic acid / dichloromethane / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

6.2: 1 h / 20 °C / Inert atmosphere

7.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 24 h / Inert atmosphere; Reflux

With 1H-imidazole; dmap; osmium(VIII) oxide; Hoveyda-Grubbs catalyst second generation; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 6.1: |Wittig Olefination / 6.2: |Wittig Olefination / 7.1: |Cross Metathesis;
DOI:10.1016/j.tet.2014.02.072

Reference yield:

: 1586033-47-7
(R)-2-(tert-butyldiphenylsilyloxy)nonanal

: 1586033-62-6
tert-butyl-((R)-1-((4S,5S)-5-((S,Z)-6-(4-methoxybenzyloxy)-3-(methoxymethoxy)hex-1-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)octyloxy)diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

3.1: camphorsulphonic acid / dichloromethane / 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

5.2: 1 h / 20 °C / Inert atmosphere

6.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 24 h / Inert atmosphere; Reflux

With osmium(VIII) oxide; Hoveyda-Grubbs catalyst second generation; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination / 5.1: |Wittig Olefination / 5.2: |Wittig Olefination / 6.1: |Cross Metathesis;
DOI:10.1016/j.tet.2014.02.072