methyl (2Z,4E)-[4,5-2H₂]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate

Base Information

• Chemical Name: methyl (2Z,4E)-[4,5-2H₂]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate
• CAS No.: 560116-05-4
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 264.29

Synonyms:methyl (2Z,4E)-[4,5-2H₂]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate

Chemical Property of methyl (2Z,4E)-[4,5-2H₂]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate

Chemical Property:

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Technology Process of methyl (2Z,4E)-[4,5-2H₂]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate

There total 4 articles about methyl (2Z,4E)-[4,5-2H₂]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate 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:

C17H20(2)H2O5 → methyl (2Z,4E)-[4,5-2H2]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate (560116-05-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; for 0.25h;

DOI:10.1002/jlcr.670

Reference yield:

(2Z)-5-(2,6-dimethyl-4,4-ethylenedioxyl-1-hydroxycyclohexa-2,5-dienyl)-3-methylpent-2-en-4-yn-1-ol (160512-62-9) → methyl (2Z,4E)-[4,5-2H2]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate (560116-05-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LiAlD₄; 2-methoxyethanol / tetrahydrofuran / -78 - 0 °C

1.2: D₂O / tetrahydrofuran / 1 h

2.1: MnO₂ / acetone / 2 h / 20 °C

3.1: MnO₂; NaCN; AcOH / 1.5 h / 20 °C

4.1: 2.05 g / HCl / tetrahydrofuran; H₂O / 0.25 h

With hydrogenchloride; manganese(IV) oxide; lithium aluminium deuteride; 2-methoxy-ethanol; sodium cyanide; acetic acid; In tetrahydrofuran; water; acetone;

DOI:10.1002/jlcr.670

Reference yield:

C16H18(2)H2O4 → methyl (2Z,4E)-[4,5-2H2]-5-(1-hydroxy-2,6-dimethyl-4-oxo-2,5-cyclohexadien-1-yl)-3-methylpenta-2,4-dienoate (560116-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: MnO₂; NaCN; AcOH / 1.5 h / 20 °C

2: 2.05 g / HCl / tetrahydrofuran; H₂O / 0.25 h

With hydrogenchloride; manganese(IV) oxide; sodium cyanide; acetic acid; In tetrahydrofuran; water;

DOI:10.1002/jlcr.670

upstream raw materials:

(2Z)-5-(2,6-dimethyl-4,4-ethylenedioxyl-1-hydroxycyclohexa-2,5-dienyl)-3-methylpent-2-en-4-yn-1-ol

Downstream raw materials:

methyl (2Z,4E)-[4,5-2H₂]-5-[(1RS)-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methylpenta-2,4-dienoate

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