Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester

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Chemical Name:Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester
CAS No.:357172-82-8
Molecular Formula:C₂₆H₃₄O₃Si
Molecular Weight:422.64
Hs Code.:

Synonyms:Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester

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Chemical Property of Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester

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Technology Process of Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester

There total 11 articles about Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl 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: 82.0%

: 108-24-7
acetic anhydride

: 357172-81-7
10-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynol

: 357172-82-8
Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1016/S0040-4039(01)00708-0

Reference yield:

: 52753-91-0,132316-45-1
(E)-methyl 3-(2-formylphenyl)acrylate

: 357172-82-8
Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: NaBH₄ / aq. methanol / 2 h / 0 °C

2: 96 percent / imidazole / dimethylformamide / 0.25 h / 20 °C

3: Br₂ / CH₂Cl₂ / 0 °C

4: Et₃N / CH₂Cl₂ / 2 h / 20 °C

5: 40 percent / Et₃N / Pd(PPh₃)4; CuI / tetrahydrofuran / 15 h / 20 °C

6: 77 percent / Dibal-H / toluene / 1 h / -78 °C

7: 85 percent / I₂; morpholine / toluene / 18 h / 60 °C

8: 88 percent / PCC; 4 Angstroem MS / CH₂Cl₂ / 20 h / 20 °C

9: 25 percent / CrCl₂; NiCl₂ / tetrahydrofuran / 8 h / 20 °C

10: 82 percent / DMAP / CH₂Cl₂ / 0.25 h / 20 °C

With morpholine; 1H-imidazole; chromium dichloride; dmap; sodium tetrahydroborate; 4 Angstroem MS; bromine; iodine; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; nickel dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 9: Nozaki-Hiyama-Kishi reaction;
DOI:10.1016/S0040-4039(01)00708-0

Reference yield:

: 216572-79-1
(E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester

: 357172-82-8
Acetic acid 10-[1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Br₂ / CH₂Cl₂ / 0 °C

2: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 40 percent / Et₃N / Pd(PPh₃)4; CuI / tetrahydrofuran / 15 h / 20 °C

4: 77 percent / Dibal-H / toluene / 1 h / -78 °C

5: 85 percent / I₂; morpholine / toluene / 18 h / 60 °C

6: 88 percent / PCC; 4 Angstroem MS / CH₂Cl₂ / 20 h / 20 °C

7: 25 percent / CrCl₂; NiCl₂ / tetrahydrofuran / 8 h / 20 °C

8: 82 percent / DMAP / CH₂Cl₂ / 0.25 h / 20 °C

With morpholine; chromium dichloride; dmap; 4 Angstroem MS; bromine; iodine; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; nickel dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene; 7: Nozaki-Hiyama-Kishi reaction;
DOI:10.1016/S0040-4039(01)00708-0