(Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal

Base Information

• Chemical Name: (Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal
• CAS No.: 117672-02-3
• Molecular Formula: C₁₄H₁₆O₃S₂
• Molecular Weight: 296.411

Synonyms:(Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal

Chemical Property of (Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal

Chemical Property:

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Technology Process of (Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal

There total 2 articles about (Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal 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: 85.0%

1-[(2S,3R)-3-(3-Methoxy-phenyl)-oxiranyl]-3,3-bis-methylsulfanyl-propenone (117671-94-0) → (Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal (117672-02-3)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; for 5h; Heating;

DOI:10.1055/s-1987-28112

Reference yield:

(E)-5-(3-methoxyphenyl)-1,1-bis(methylthio)-penta-1,4-dien-3-one (114577-54-7) → (Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal (117672-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 30percent H₂O₂, 3 N aq. NaOH / methanol / 6 h / Ambient temperature

2: 85 percent / BF₃*Et₂O / tetrahydrofuran / 5 h / Heating

With sodium hydroxide; boron trifluoride diethyl etherate; dihydrogen peroxide; In tetrahydrofuran; methanol;

DOI:10.1055/s-1987-28112

Reference yield: 72.0%

(Z)-3-Hydroxy-2-(3-methoxy-phenyl)-5,5-bis-methylsulfanyl-penta-2,4-dienal (117672-02-3) → 5-(3-Methoxy-phenyl)-2-methylsulfanyl-pyran-4-one (117672-10-3)

Guidance literature:

In ethanol; acetic acid; for 4h; Heating;

DOI:10.1055/s-1987-28112

upstream raw materials:

1-[(2S,3R)-3-(3-Methoxy-phenyl)-oxiranyl]-3,3-bis-methylsulfanyl-propenone

(E)-5-(3-methoxyphenyl)-1,1-bis(methylthio)-penta-1,4-dien-3-one

Downstream raw materials:

5-(3-Methoxy-phenyl)-2-methylsulfanyl-pyran-4-one

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