(Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate

Base Information

Chemical Name:(Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate
CAS No.:781662-93-9
Molecular Formula:C₁₈H₁₉IO₅
Molecular Weight:442.25
Hs Code.:

Synonyms:(Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate

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Chemical Property of (Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate

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Technology Process of (Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate

There total 4 articles about (Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate 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: 92.0%

: 781662-92-8
(Z)-dimethyl 2-[3-iodo-4-(tetrahydropyran-2-yloxy)but-2-enyl]-2-(3-phenylprop-2-yn-1-yl)malonate

: 781662-93-9
(Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate

Guidance literature:: With Dowex 50; In methanol; for 1h;
DOI:10.1021/jo049114+

Reference yield:

: 591-50-4
iodobenzene

: 781662-93-9
(Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / CuI; (PPh₃)2PdCl₂; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 78 percent / tetrahydrofuran / 2 h / 20 °C

3.1: 92 percent / Dowex 50 / methanol / 1 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Dowex 50; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: Sonogashira coupling;
DOI:10.1021/jo049114+

Reference yield:

: 95124-07-5
dimethyl (prop-2-yn-1-yl)malonate

: 781662-93-9
(Z)-dimethyl 2-(3-iodo-4-hydroxybut-2-enyl)-2-(3-phenylprop-2-yn-1-yl)malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / CuI; (PPh₃)2PdCl₂; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 78 percent / tetrahydrofuran / 2 h / 20 °C

3.1: 92 percent / Dowex 50 / methanol / 1 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Dowex 50; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1.1: Sonogashira coupling;
DOI:10.1021/jo049114+