(5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one

Base Information

Chemical Name:(5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one
CAS No.:1435818-59-9
Molecular Formula:C₂₅H₂₇BrO₃Si
Molecular Weight:483.477
Hs Code.:

Synonyms:(5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one

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Technology Process of (5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one

There total 5 articles about (5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-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: 75.0%

: 1435818-76-0
C₂₅H₂₇BrO₃Si

: 1435818-59-9
(5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one

Guidance literature:: With silver carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 6h; Inert atmosphere;
DOI:10.1039/c3cc41552j

Reference yield:

: 206193-25-1
(2E)-1-tert-butyldiphenylsilyloxy-3-methylpent-2-en-4-yne

: 1435818-59-9
(5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: bis(triphenylphosphine)palladium(II) dichloride; copper(l) iodide; triethylamine / tetrahydrofuran / 4 h / 25 °C / Inert atmosphere

2: lithium hydroxide / tetrahydrofuran; water / 6 h / 25 °C / Inert atmosphere

3: silver carbonate / N,N-dimethyl-formamide / 6 h / 25 °C / Inert atmosphere

With copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; silver carbonate; lithium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;
DOI:10.1039/c3cc41552j

Reference yield:

: 1435818-72-6
ethyl (2E,6E)-2-bromo-8-tert-butyldiphenylsilyloxy-6-methylocta-2,6-dien-4-ynoate

: 1435818-59-9
(5Z,2’E)-3-bromo-5-(4’-tert-butyldiphenylsilyloxy-2’-methylbut-2’-enylidene)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide / tetrahydrofuran; water / 6 h / 25 °C / Inert atmosphere

2: silver carbonate / N,N-dimethyl-formamide / 6 h / 25 °C / Inert atmosphere

With silver carbonate; lithium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1039/c3cc41552j