(1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene

Base Information

Chemical Name:(1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene
CAS No.:1306615-82-6
Molecular Formula:C₂₀H₃₂O₂Si
Molecular Weight:332.558
Hs Code.:

Synonyms:(1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene

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Chemical Property of (1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene

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Technology Process of (1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene

There total 4 articles about (1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene 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: 58.0%

: 1306615-79-1
(2E,4E)-2-(2-tert-butyldimethylsilyloxyethyl)-5-(4-methoxyphenyl)penta-2,4-dien-1-ol

: 1306615-82-6
(1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene

Guidance literature:: (2E,4E)-2-(2-tert-butyldimethylsilyloxyethyl)-5-(4-methoxyphenyl)penta-2,4-dien-1-ol; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; p-toluenesulfonyl chloride; In diethyl ether; hexane; at 0 ℃; for 2.5h; Inert atmosphere;

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; hexane; at -15 - 20 ℃; Inert atmosphere;
DOI:10.1007/s11172-010-0359-x

Reference yield:

: 1306615-79-1
(2E,4E)-2-(2-tert-butyldimethylsilyloxyethyl)-5-(4-methoxyphenyl)penta-2,4-dien-1-ol

: 1306615-82-6
(1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene

: 1306615-87-1
C₂₀H₃₂O₂Si

: C₂₀H₃₂O₂Si

Guidance literature:: (2E,4E)-2-(2-tert-butyldimethylsilyloxyethyl)-5-(4-methoxyphenyl)penta-2,4-dien-1-ol; With sulfur trioxide pyridine complex; In tetrahydrofuran; at -15 - 0 ℃;

With lithium aluminium tetrahydride; In tetrahydrofuran; at -10 - 20 ℃;
DOI:10.1007/s11172-010-0359-x

Reference yield:

: 1227391-18-5
(E,E)-2-[2-(tert-butyldimethylsilyloxy)ethyl]-5-(4-methoxy-phenyl)penta-2,4-dien-1-al

: 1306615-82-6
(1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / ethanol / 2 h / 20 °C

2.1: N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; p-toluenesulfonyl chloride / diethyl ether; hexane / 2.5 h / 0 °C / Inert atmosphere

2.2: -15 - 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; p-toluenesulfonyl chloride; In diethyl ether; ethanol; hexane;
DOI:10.1007/s11172-010-0359-x