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

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Chemical Name:2-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-10-iodo-deca-3,9-diynal
CAS No.:357172-80-6
Molecular Formula:C₂₄H₃₁IO₂Si
Molecular Weight:506.499
Hs Code.:

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

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Chemical Property of 2-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-10-iodo-deca-3,9-diynal

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Technology Process of 2-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-10-iodo-deca-3,9-diynal

There total 9 articles about 2-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-10-iodo-deca-3,9-diynal 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: 88.0%

: 2-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-10-iodo-deca-3,9-diyn-1-ol

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

Guidance literature:: With 4 Angstroem MS; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1016/S0040-4039(01)00708-0

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

With morpholine; 1H-imidazole; sodium tetrahydroborate; 4 Angstroem MS; bromine; iodine; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
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

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

Guidance literature:: Multi-step reaction with 6 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

With morpholine; 4 Angstroem MS; bromine; iodine; diisobutylaluminium hydride; triethylamine; pyridinium chlorochromate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(01)00708-0