6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene

Base Information

Chemical Name:6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene
CAS No.:139071-54-8
Molecular Formula:C₂₂H₃₉ClO₂Si₂
Molecular Weight:427.174
Hs Code.:

Synonyms:6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene

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Chemical Property of 6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene

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Technology Process of 6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene

There total 6 articles about 6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 122637-57-4
2-(tert-Butyl-dimethyl-silanyloxy)-2-((Z)-4-chloro-but-3-en-1-ynyl)-cyclohexanone

: 139071-54-8
6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/ja00033a031

Reference yield:

: 116608-33-4
cyclohexane-1,2-dione methoxyethoxymethyl enol ether

: 139071-54-8
6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / ethylene diamine / dioxane / 2 h / 20 °C

2: 77 percent / CuI, n-butylamine, Pd(PPh₃)4 / benzene / 15 h / 20 °C

3: 72 percent / Et₃N / CH₂Cl₂ / 5 h / 20 °C

4: 92 percent / Me₂BBr / -78 - -20 °C

5: 100 percent / triethylamine / CH₂Cl₂ / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylboron bromide; ethylenediamine; N-butylamine; triethylamine; In 1,4-dioxane; dichloromethane; benzene;
DOI:10.1021/ja00033a031

Reference yield:

: 765-87-7
cyclohexane-1,2-dione

: 139071-54-8
6-<(Z)-4-chlorobut-3-en-1-ynyl>-1,6-bis<(tert-butyldimethylsilyl)oxy>cyclohex-1-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / NaH / tetrahydrofuran / 2 h / 0 - 20 °C

2: 74 percent / ethylene diamine / dioxane / 2 h / 20 °C

3: 77 percent / CuI, n-butylamine, Pd(PPh₃)4 / benzene / 15 h / 20 °C

4: 72 percent / Et₃N / CH₂Cl₂ / 5 h / 20 °C

5: 92 percent / Me₂BBr / -78 - -20 °C

6: 100 percent / triethylamine / CH₂Cl₂ / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylboron bromide; sodium hydride; ethylenediamine; N-butylamine; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; benzene;
DOI:10.1021/ja00033a031