1-Cyclohexene-1-carboxylic acid, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[(trifluoromethyl)sulfonyl]oxy]-5 -[6-(trimethylsilyl)-3-hexene-1,5-diynyl]-, methyl ester, (Z)-

Base Information

Chemical Name:1-Cyclohexene-1-carboxylic acid, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[(trifluoromethyl)sulfonyl]oxy]-5 -[6-(trimethylsilyl)-3-hexene-1,5-diynyl]-, methyl ester, (Z)-
CAS No.:185399-86-4
Molecular Formula:C24H35F3O6SSi2
Molecular Weight:564.771
Hs Code.:
Mol file:185399-86-4.mol

1-Cyclohexene-1-carboxylic acid,
5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[(trifluoromethyl)sulfonyl]oxy]-5
-[6-(trimethylsilyl)-3-hexene-1,5-diynyl]-, methyl ester, (Z)-

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Chemical Property of 1-Cyclohexene-1-carboxylic acid, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[(trifluoromethyl)sulfonyl]oxy]-5 -[6-(trimethylsilyl)-3-hexene-1,5-diynyl]-, methyl ester, (Z)-

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Technology Process of 1-Cyclohexene-1-carboxylic acid, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[(trifluoromethyl)sulfonyl]oxy]-5 -[6-(trimethylsilyl)-3-hexene-1,5-diynyl]-, methyl ester, (Z)-

There total 6 articles about 1-Cyclohexene-1-carboxylic acid, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[(trifluoromethyl)sulfonyl]oxy]-5 -[6-(trimethylsilyl)-3-hexene-1,5-diynyl]-, methyl ester, (Z)- 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: 84.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 185399-85-3
5-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-1-enecarboxylic acid methyl ester

: 185399-86-4
5-(tert-Butyl-dimethyl-silanyloxy)-2-trifluoromethanesulfonyloxy-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 25 ℃;
DOI:10.1016/S0040-4039(96)02009-6

Reference yield:

: 119951-16-5
(Z)-(4-chloro-3-buten-1-ynyl)trimethylsilane

: 185399-86-4
5-(tert-Butyl-dimethyl-silanyloxy)-2-trifluoromethanesulfonyloxy-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: n-Bu₃N, CuI / Pd4 / tetrahydrofuran / Ambient temperature

2: 2,6-lutidine / CH₂Cl₂ / -78 - 25 °C

3: 35 percent aq. CF₃CO₂H / CHCl₃ / Ambient temperature

4: 73 percent / LiHMSA, HMPA / tetrahydrofuran / -78 °C

5: 84 percent / DIPEA / CH₂Cl₂ / -78 - 25 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; tributyl-amine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(96)02009-6

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 185399-86-4
5-(tert-Butyl-dimethyl-silanyloxy)-2-trifluoromethanesulfonyloxy-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / -78 - 25 °C

2: 35 percent aq. CF₃CO₂H / CHCl₃ / Ambient temperature

3: 73 percent / LiHMSA, HMPA / tetrahydrofuran / -78 °C

4: 84 percent / DIPEA / CH₂Cl₂ / -78 - 25 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(96)02009-6