(Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

Base Information

Chemical Name:(Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane
CAS No.:1333237-59-4
Molecular Formula:C₃₈H₅₁Cl₅O₆Si
Molecular Weight:809.17
Hs Code.:

(Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

Synonyms:(Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

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Chemical Property of (Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

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Technology Process of (Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

There total 24 articles about (Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)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: 87.0%

: 1333237-61-8
(3R,4S,5R,6S,Z)-1-((4S,5S,6R)-6-(4-(tert-butyldiphenylsilyloxy)-1,1-dichlorobutyl)-5-chloro-2,2-di-methyl-1,3-dioxan-4-yl)-3,5,6-trichloro-7-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)hept-1-en-4-ol

: 1333237-59-4
(Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 0.75h; Inert atmosphere;
DOI:10.1002/anie.201102521

Reference yield: 47.0%

: 1333237-60-7
C₁₁H₁₆Cl₂O₄

: 1333237-58-3
5-(((4S,5S,6R)-6-(4-(tert-butyldiphenylsilyloxy)-1,1-dichlorobutyl)-5-chloro-2,2-dimethyl-1,3-dioxan-4-yl)methylsulfonyl)-1-phenyl-1H-tetrazole

: 1333237-59-4
(Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

: (E)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

Guidance literature:: With sodium hexamethyldisilazane; In toluene; at -78 - 20 ℃; for 17.5h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/anie.201102521

Reference yield:

: 1333237-25-4
(R,e)-1-(benzyloxy)-8-(tert-butyldiphenylsilyloxy)-5,5-dichlorooct-2-en-4-ol

: 1333237-59-4
(Z)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

: (E)-tert-butyl(4,4-dichloro-4-((4R,5S,6S)-5-chloro-6-((Z)-2-((2S,3S)-3-((1R,2S)-1,2-dichloro-3-((S)-2,2-di-methyl-1,3-dioxolan-4-yl)propyl)oxiran-2-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)butoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 9 steps

1.1: tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium / nonane; dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: zirconium(IV) chloride / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

3.2: 0.08 h / 0 - 20 °C / Inert atmosphere

4.1: sodium tetrahydroborate / methanol / 1.33 h / -78 °C / Inert atmosphere

4.2: 0.17 h / -78 - 20 °C / Inert atmosphere

5.1: pyridinium p-toluenesulfonate / dichloromethane / 24.67 h / 0 - 20 °C / Inert atmosphere

6.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 20 °C

7.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1.75 h / 0 - 20 °C / Inert atmosphere

8.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 15.5 h / 20 °C / Inert atmosphere

9.1: sodium hexamethyldisilazane / toluene / 17.5 h / -78 - 20 °C / Inert atmosphere

With tert.-butylhydroperoxide; sodium tetrahydroborate; bis(acetylacetonate)oxovanadium; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; zirconium(IV) chloride; sodium hydrogencarbonate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; nonane; dichloromethane; ethyl acetate; toluene; 2.1: Dess-Martin oxidation / 7.1: Mitsunobu reaction / 9.1: Julia-Kocienski olefination;
DOI:10.1002/anie.201102521