Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester

Base Information

• Chemical Name: Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester
• CAS No.: 376393-14-5
• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.375

Synonyms:Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester

Chemical Property of Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester

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Technology Process of Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester

There total 1 articles about Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester 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-bromo-2-buten-1-ol (37428-56-1) + acetic anhydride (108-24-7) + (7aS)-5-Ethynyl-5,6,7,7a-tetrahydro-2,2,4,6,6-pentamethylbenzo-1,3-dioxol-5-ol (376393-07-6) → Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester (376393-14-5) + Acetic acid (S)-4-[(1E,3E)-4-((S)-4-acetoxy-2,6,6-trimethyl-3-oxo-cyclohex-1-enyl)-buta-1,3-dienyl]-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester

Guidance literature:

Multistep reaction;

DOI:10.1039/b104338m

Reference yield: 72.0%

Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester (376393-14-5) → (2E,4E)-5-[(4S)-4-Acetoxy-2,6,6-trimethyl-3-oxocyclohex-1-enyl]-3-methylpenta-2,4-dienal (376393-17-8)

Guidance literature:

With manganese(IV) oxide; In diethyl ether; hexane; at 20 ℃; for 1h;

DOI:10.1039/b104338m

Reference yield: 57.0%

Acetic acid (S)-4-((1E,3E)-5-hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-2-oxo-cyclohex-3-enyl ester (376393-14-5) → (6S)-6-Hydroxy-3-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dienyl]-2,4,4-trimethylcyclohex-2-enone (80736-65-8)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1039/b104338m

upstream raw materials:

(E)-3-bromo-2-buten-1-ol

acetic anhydride

(7aS)-5-Ethynyl-5,6,7,7a-tetrahydro-2,2,4,6,6-pentamethylbenzo-1,3-dioxol-5-ol

Downstream raw materials:

(6S)-6-Hydroxy-3-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dienyl]-2,4,4-trimethylcyclohex-2-enone

(2E,4E)-5-[(4S)-4-Acetoxy-2,6,6-trimethyl-3-oxocyclohex-1-enyl]-3-methylpenta-2,4-dienal

(2E,4E)-5-[(4S)-4-Hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-enyl]-3-methylpenta-2,4-dienal

(S)-3-((1E,3E)-5-Bromo-3-methyl-penta-1,3-dienyl)-6-hydroxy-2,4,4-trimethyl-cyclohex-2-enone

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