(E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne

Base Information

Chemical Name:(E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne
CAS No.:740810-57-5
Molecular Formula:C₂₇H₃₉ISi
Molecular Weight:518.597
Hs Code.:

Synonyms:(E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne

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Chemical Property of (E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne

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Technology Process of (E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne

There total 6 articles about (E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne 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: 66.0%

: 107-08-4
1-iodo-propane

: 740810-58-6
(Z)-1-iodo-2-propyl-4-{4-[(triisopropylsilyl)ethynyl]}phenyl-1-trimethylsilyl-1-buten-3-yne

: 740810-57-5
(E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne

Guidance literature:: 1-iodo-propane; (Z)-1-iodo-2-propyl-4-{4-[(triisopropylsilyl)ethynyl]}phenyl-1-trimethylsilyl-1-buten-3-yne; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - 20 ℃;

With N-iodo-succinimide; In dichloromethane; for 2h;
DOI:10.1021/ol049277k

Reference yield:

: 589-87-7
1,4-bromoiodobenzene

: 740810-57-5
(E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne

Guidance literature:: Multi-step reaction with 5 steps

1.1: CuI; iPr₂NH / PdCl₂(PPh₃)2 / 2 h

1.2: 86 percent / 24 h

2.1: 80 percent / NaOH / toluene / 5 h / 100 °C

3.1: Ti(OiPr)4; iPrMgCl / diethyl ether / 2.5 h / -78 - -50 °C

3.2: diethyl ether / 3 h / -50 °C

3.3: I₂ / diethyl ether / 3 h / 20 °C

4.1: 1.50 g / pyrrolidine / tetrahydrofuran / 12 h / 0 °C

5.1: t-BuLi / diethyl ether; pentane / -78 - 20 °C

5.2: 66 percent / N-iodosuccinimide / CH₂Cl₂ / 2 h

With pyrrolidine; titanium(IV) isopropylate; sodium hydroxide; copper(l) iodide; tert.-butyl lithium; isopropylmagnesium chloride; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; toluene; pentane;
DOI:10.1021/ol049277k

Reference yield:

: 89343-06-6
tris-iso-propylsilyl acetylene

: 740810-57-5
(E)-4-iodo-3-propyl-1-{4-[(triisopropylsilyl)ethynyl]phenyl}-3-hepten-1-yne

Guidance literature:: Multi-step reaction with 5 steps

1.1: CuI; iPr₂NH / PdCl₂(PPh₃)2 / 2 h

1.2: 86 percent / 24 h

2.1: 80 percent / NaOH / toluene / 5 h / 100 °C

3.1: Ti(OiPr)4; iPrMgCl / diethyl ether / 2.5 h / -78 - -50 °C

3.2: diethyl ether / 3 h / -50 °C

3.3: I₂ / diethyl ether / 3 h / 20 °C

4.1: 1.50 g / pyrrolidine / tetrahydrofuran / 12 h / 0 °C

5.1: t-BuLi / diethyl ether; pentane / -78 - 20 °C

5.2: 66 percent / N-iodosuccinimide / CH₂Cl₂ / 2 h

With pyrrolidine; titanium(IV) isopropylate; sodium hydroxide; copper(l) iodide; tert.-butyl lithium; isopropylmagnesium chloride; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; toluene; pentane;
DOI:10.1021/ol049277k