Propanedioic acid, 2-(5-methyl-4-hexen-2-yn-1-yl)-2-[(1Z,3E)-4-phenyl-2-[[tris(1-methylethyl )silyl]oxy]-1,3-butadien-1-yl]-, 1,3-dimethyl ester

Base Information

Chemical Name:Propanedioic acid, 2-(5-methyl-4-hexen-2-yn-1-yl)-2-[(1Z,3E)-4-phenyl-2-[[tris(1-methylethyl )silyl]oxy]-1,3-butadien-1-yl]-, 1,3-dimethyl ester
CAS No.:923987-69-3
Molecular Formula:C31H44O5Si
Molecular Weight:524.773
Hs Code.:

Synonyms:

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Chemical Property of Propanedioic acid, 2-(5-methyl-4-hexen-2-yn-1-yl)-2-[(1Z,3E)-4-phenyl-2-[[tris(1-methylethyl )silyl]oxy]-1,3-butadien-1-yl]-, 1,3-dimethyl ester

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Technology Process of Propanedioic acid, 2-(5-methyl-4-hexen-2-yn-1-yl)-2-[(1Z,3E)-4-phenyl-2-[[tris(1-methylethyl )silyl]oxy]-1,3-butadien-1-yl]-, 1,3-dimethyl ester

There total 4 articles about Propanedioic acid, 2-(5-methyl-4-hexen-2-yn-1-yl)-2-[(1Z,3E)-4-phenyl-2-[[tris(1-methylethyl )silyl]oxy]-1,3-butadien-1-yl]-, 1,3-dimethyl 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: 63.0%

: 923987-63-7
dimethyl [(1Z,3E)-4-phenyl-2-(triisopropylsiloxy)buta-1,3-dienyl](prop-2-ynyl)malonate

: 3017-69-4
2-methyl-1-propenylbromide

: 923987-69-3
dimethyl (5-methylhex-4-en-2-ynyl)[(1Z,3E)-4-phenyl-2-(triisopropylsiloxy) buta-1,3-dienyl]malonate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; piperidine; at 60 ℃; for 3h;
DOI:10.1021/ja0671924

Reference yield:

: 923987-59-1
dimethyl [(3E)-2-oxo-4-phenylbut-3-en-1-yl](prop-2-ynyl)malonate

: 923987-69-3
dimethyl (5-methylhex-4-en-2-ynyl)[(1Z,3E)-4-phenyl-2-(triisopropylsiloxy) buta-1,3-dienyl]malonate

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / Et₃N / CH₂Cl₂ / 20 °C

2: 63 percent / CuI; PPh₃; Pd(PPh₃)4 / piperidine / 3 h / 60 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine; piperidine; In dichloromethane;
DOI:10.1021/ja0671924

Reference yield:

: 22422-16-8,55650-14-1
(E)-1-bromo-4-phenylbut-3-en-2-one

: 923987-69-3
dimethyl (5-methylhex-4-en-2-ynyl)[(1Z,3E)-4-phenyl-2-(triisopropylsiloxy) buta-1,3-dienyl]malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 1.67 h / 0 °C

1.2: 59 percent / tetrahydrofuran

2.1: 68 percent / Et₃N / CH₂Cl₂ / 20 °C

3.1: 63 percent / CuI; PPh₃; Pd(PPh₃)4 / piperidine / 3 h / 60 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; triethylamine; triphenylphosphine; piperidine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0671924