(S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid

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Chemical Name:(S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid
CAS No.:1586033-56-8
Molecular Formula:C₃₇H₅₆O₇Si
Molecular Weight:640.933
Hs Code.:

Synonyms:(S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid

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Chemical Property of (S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid

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Technology Process of (S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid

There total 8 articles about (S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid 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:

: 1586033-66-0
C₃₇H₅₆O₆Si

: 1586033-56-8
(S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2014.02.072

Reference yield:

: 1586033-59-1
C₉H₁₈O₂

: 1586033-56-8
(S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid

Guidance literature:: Multi-step reaction with 10 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

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

9.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

10.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 4 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; Hoveyda-Grubbs catalyst second generation; 2-methyl-but-2-ene; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 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

: 1586033-56-8
(S,E)-6-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)octyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-(methoxymethoxy)hex-5-enoic acid

Guidance literature:: Multi-step reaction with 10 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

7.1: sodium iodide; N-ethyl-N,N-diisopropylamine / Inert atmosphere

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

9.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

10.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium chlorite / water; tert-butyl alcohol / 4 h / 20 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; Hoveyda-Grubbs catalyst second generation; 2-methyl-but-2-ene; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 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