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

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Chemical Name:10-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynol
CAS No.:357172-81-7
Molecular Formula:C₂₄H₃₂O₂Si
Molecular Weight:380.602
Hs Code.:

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

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Chemical Property of 10-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynol

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Technology Process of 10-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynol

There total 10 articles about 10-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-cyclodeca-2,8-diynol 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: 25.0%

: 357172-80-6
2-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-10-iodo-deca-3,9-diynal

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

Guidance literature:: With chromium dichloride; nickel dichloride; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1016/S0040-4039(01)00708-0

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 9 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

With morpholine; 1H-imidazole; chromium dichloride; 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:

: 216572-78-0
3-(2-hydroxymethylphenyl)acrylic acid methyl ester

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

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / imidazole / dimethylformamide / 0.25 h / 20 °C

2: Br₂ / CH₂Cl₂ / 0 °C

3: Et₃N / CH₂Cl₂ / 2 h / 20 °C

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

5: 77 percent / Dibal-H / toluene / 1 h / -78 °C

6: 85 percent / I₂; morpholine / toluene / 18 h / 60 °C

7: 88 percent / PCC; 4 Angstroem MS / CH₂Cl₂ / 20 h / 20 °C

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

With morpholine; 1H-imidazole; chromium dichloride; 4 Angstroem MS; bromine; iodine; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; nickel dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 8: Nozaki-Hiyama-Kishi reaction;
DOI:10.1016/S0040-4039(01)00708-0