(2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one

Base Information

Chemical Name:(2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one
CAS No.:110295-23-3
Molecular Formula:C₁₈H₂₀O₄S₂
Molecular Weight:364.486
Hs Code.:

Synonyms:(2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one

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Chemical Property of (2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one

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Technology Process of (2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one

There total 6 articles about (2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one 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:

: (E)-3-(2-Methyl-[1,3]dithiolan-2-yl)-acrylic acid 2-acetyl-4-allyloxy-phenyl ester

: 110295-23-3
(2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one

Guidance literature:: With potassium tert-butylate; tert-butyl alcohol; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo00231a003

Reference yield:

: 26419-66-9
2-methyl-1,3-dithiolane-2-carboxaldehyde

: 110295-23-3
(2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / CH₂Cl₂ / 8 h / Heating

2: KOH / aq. ethanol / 6 h / Ambient temperature

3: NaH, oxalyl chloride / benzene / 3 h / 0 - 25 °C

4: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) 0 deg C, 20 min

5: t-BuOK/t-BuOH / tetrahydrofuran / 1 h / 0 °C

With potassium hydroxide; oxalyl dichloride; potassium tert-butylate; sodium hydride; tert-butyl alcohol; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1021/jo00231a003

Reference yield:

: 40815-75-6
1-(5-allyloxy-2-hydroxyphenyl)-1-ethanone

: 110295-23-3
(2Z,4E)-1-(5-Allyloxy-2-hydroxy-phenyl)-3-hydroxy-5-(2-methyl-[1,3]dithiolan-2-yl)-penta-2,4-dien-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) 0 deg C, 20 min

2: t-BuOK/t-BuOH / tetrahydrofuran / 1 h / 0 °C

With potassium tert-butylate; sodium hydride; tert-butyl alcohol; In tetrahydrofuran;
DOI:10.1021/jo00231a003