6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

Base Information

Chemical Name:6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester
CAS No.:503000-50-8
Molecular Formula:C₃₁H₄₂O₃Si
Molecular Weight:490.758
Hs Code.:

6-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

Synonyms:6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

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Chemical Property of 6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

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Technology Process of 6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

There total 10 articles about 6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester 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: 89.0%

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 503000-49-5
4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4-vinyl-hex-5-enal

: 503000-50-8
6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

Guidance literature:: In benzene; for 5h; Heating;
DOI:10.1021/ol034020s

Reference yield:

: 503000-47-3
1-[3-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-3-vinyl-hexylselanyl]-2-nitro-benzene

: 503000-50-8
6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / H₂O₂ / tetrahydrofuran / 1 h / 20 °C

2: 100 percent / aq. HCl / ethanol / 2 h / 20 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

4: 89 percent / benzene / 5 h / Heating

With hydrogenchloride; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; benzene; 4: Wittig reaction;
DOI:10.1021/ol034020s

Reference yield:

: 215251-69-7
4-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutanamide

: 503000-50-8
6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 63 percent / t-BuLi / tetrahydrofuran; pentane / -78 - 20 °C

2: 96 percent / NaH / 1,2-dimethoxy-ethane; various solvent(s) / 6 h / Heating

3: 99 percent / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

4: 81 percent / Hg(OAc)2 / 24 h / Heating

5: 81 percent / triisobutylaluminum / CH₂Cl₂; hexane / 1 h / 20 °C

6: 14.35 g / n-Bu₃P / tetrahydrofuran / 14 h / 20 °C

7: 91 percent / H₂O₂ / tetrahydrofuran / 1 h / 20 °C

8: 100 percent / aq. HCl / ethanol / 2 h / 20 °C

9: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

10: 89 percent / benzene / 5 h / Heating

With hydrogenchloride; oxalyl dichloride; tributylphosphine; mercury(II) diacetate; dihydrogen peroxide; tert.-butyl lithium; triisobutylaluminum; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; pentane; benzene; 2: Horner-Emmons reaction / 10: Wittig reaction;
DOI:10.1021/ol034020s