5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester

Base Information

• Chemical Name: 5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester
• CAS No.: 152428-92-7
• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.301
• Mol file: 152428-92-7.mol

Synonyms:5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester

Chemical Property of 5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester

There total 3 articles about 5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl 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:

2-Methoxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-91-6) → 5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-92-7)

Guidance literature:

With tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Yield given;

Reference yield:

4-Methyl-4-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-2-enone (152428-88-1) → 5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LiHMDS, 2.) HMPA

2: NaH / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.83 h / -78 - -10 °C

3: (nBu)4NF*(H₂O)x, K₂CO₃ / tetrahydrofuran / 0.08 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

Reference yield:

2-Hydroxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-89-2) → 5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.83 h / -78 - -10 °C

2: (nBu)4NF*(H₂O)x, K₂CO₃ / tetrahydrofuran / 0.08 h / 0 °C

With tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

upstream raw materials:

2-Methoxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester

4-Methyl-4-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-2-enone

2-Hydroxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester

Downstream raw materials:

5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienecarbaldehyde

[5-((Z)-Hex-3-ene-1,5-diynyl)-2-methoxy-5-methyl-cyclohexa-1,3-dienyl]-methanol