2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene

Base Information

Chemical Name:2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene
CAS No.:762263-72-9
Molecular Formula:C₂₀H₃₆O₃Si
Molecular Weight:352.59
Hs Code.:

Synonyms:2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene

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Chemical Property of 2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene

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Technology Process of 2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene

There total 3 articles about 2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-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: 75.0%

: 37567-78-5
1,5-dimethoxy-1,4-cyclohexadiene

: 473312-89-9
(E)-1-tert-butyldimethylsilyloxy-5-iodo-3-methylpent-2-ene

: 762263-72-9
2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene

Guidance literature:: 1,5-dimethoxy-1,4-cyclohexadiene; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

(E)-1-tert-butyldimethylsilyloxy-5-iodo-3-methylpent-2-ene; With N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1016/S0040-4039(02)01193-0

Reference yield:

: 108734-49-2
(E)-4-(tert-butyldimethylsilyloxy)-1-chloro-2-methyl-2-butene

: 762263-72-9
2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaBr / dimethylformamide / 23 h / 20 °C

2.1: 8.0 g / CuI; LiI / tetrahydrofuran / 20 °C

3.1: t-BuLi / pentane; tetrahydrofuran / 1 h / -78 °C

3.2: 69 percent / pentane; tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

With copper(l) iodide; tert.-butyl lithium; sodium bromide; lithium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; pentane;
DOI:10.1039/b406820c

Reference yield:

: 213816-70-7
(E)-[(4-bromo-3-methylbut-2-en-1-yl)oxy](tert-butyl)dimethylsilane

: 762263-72-9
2-[(E)-5'-tert-butyldimethylsilyloxy-3'-methyl-3'-pentenyl]-1,5-dimethoxycyclohexa-1,4-diene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 8.0 g / CuI; LiI / tetrahydrofuran / 20 °C

2.1: t-BuLi / pentane; tetrahydrofuran / 1 h / -78 °C

2.2: 69 percent / pentane; tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C

With copper(l) iodide; tert.-butyl lithium; lithium iodide; In tetrahydrofuran; pentane;
DOI:10.1039/b406820c