acetic acid [4,4-2H₂]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester

Base Information

• Chemical Name: acetic acid [4,4-2H₂]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester
• CAS No.: 856219-74-4
• Molecular Formula: C₂₆H₃₈O₂Si
• Molecular Weight: 412.656

Synonyms:acetic acid [4,4-2H₂]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester

Chemical Property of acetic acid [4,4-2H₂]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester

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Technology Process of acetic acid [4,4-2H₂]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester

There total 5 articles about acetic acid [4,4-2H₂]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl 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: 84.0%

acetic acid 1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester (856219-73-3) + acetic anhydride (108-24-7) → acetic acid [4,4-2H2]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester (856219-74-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jo0504971

Reference yield:

1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-yn-1-ol (856219-71-1) → acetic acid [4,4-2H2]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester (856219-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / 4-N,N-(dimethylamino)-pyridine; triethylamine / CH₂Cl₂ / 16 h / 20 °C

2: 84 percent / 4-N,N-(dimethylamino)-pyridine; triethylamine / CH₂Cl₂ / 16 h / 20 °C

With dmap; triethylamine; In dichloromethane;

DOI:10.1021/jo0504971

Reference yield:

tris-iso-propylsilyl acetylene (89343-06-6) → acetic acid [4,4-2H2]-1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester (856219-74-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 83 percent / CuI; [Pd(PPh₃)2]Cl₂; triethylamine / 78 h / Heating

2.1: EtMgBr / tetrahydrofuran / 4 h / 20 °C

2.2: 96 percent / tetrahydrofuran / 14 h / 20 °C

3.1: 92 percent / 4-N,N-(dimethylamino)-pyridine; triethylamine / CH₂Cl₂ / 16 h / 20 °C

4.1: 84 percent / 4-N,N-(dimethylamino)-pyridine; triethylamine / CH₂Cl₂ / 16 h / 20 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethylmagnesium bromide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Sonogashira reaction;

DOI:10.1021/jo0504971

upstream raw materials:

acetic acid 1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-ynyl ester

acetic anhydride

1-{2-[(triisopropylsilanyl)-ethynyl]-phenyl}-hept-2-yn-1-ol

tris-iso-propylsilyl acetylene

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