[5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol

Base Information

Chemical Name:[5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol
CAS No.:213924-92-6
Molecular Formula:C₂₀H₃₀O₂Si
Molecular Weight:330.543
Hs Code.:

Synonyms:[5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol

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Chemical Property of [5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol

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Technology Process of [5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol

There total 8 articles about [5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol 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: 93.0%

: 213924-81-3
[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-5-((Z)-6-triisopropylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-1-enyl]-methanol

: 213924-92-6
[5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 - 0 ℃; for 4h;
DOI:10.1016/S0040-4039(98)01297-0

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 213924-92-6
[5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol

Guidance literature:: Multi-step reaction with 8 steps

1: 60 percent / LDA, HMPA / tetrahydrofuran / 0.5 h / -78 °C

2: 99 percent / KHMDS / tetrahydrofuran / 1 h / -78 - 21 °C

3: 99 percent / diethyl ether / -78 - 21 °C

4: 80 percent / 35percent aq. CF₃COOH / CHCl₃ / 72 h / 21 °C

5: 84 percent / t-BuLi, CeCl₃ / tetrahydrofuran / 0.17 h / -78 °C

6: 98 percent / Et₃N / CH₂Cl₂ / 0 - 21 °C

7: 99 percent / i-Bu₂AlH / CH₂Cl₂ / 2 h / -78 - -60 °C

8: 93 percent / n-Bu₄NF / tetrahydrofuran / 4 h / -78 - 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; cerium(III) chloride; tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(98)01297-0

Reference yield:

: 14160-65-7,77793-24-9,122090-88-4
ethyl 8-oxo-1,4-dioxaspiro[4.5]decane-7-carboxylate

: 213924-92-6
[5-(tert-Butyl-dimethyl-silanyloxy)-5-((Z)-hex-3-ene-1,5-diynyl)-2-methyl-cyclohex-1-enyl]-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / KHMDS / tetrahydrofuran / 1 h / -78 - 21 °C

2: 99 percent / diethyl ether / -78 - 21 °C

3: 80 percent / 35percent aq. CF₃COOH / CHCl₃ / 72 h / 21 °C

4: 84 percent / t-BuLi, CeCl₃ / tetrahydrofuran / 0.17 h / -78 °C

5: 98 percent / Et₃N / CH₂Cl₂ / 0 - 21 °C

6: 99 percent / i-Bu₂AlH / CH₂Cl₂ / 2 h / -78 - -60 °C

7: 93 percent / n-Bu₄NF / tetrahydrofuran / 4 h / -78 - 0 °C

With cerium(III) chloride; tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(98)01297-0