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

Base Information

• Chemical Name: 2-Hydroxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester
• CAS No.: 152428-89-2
• Molecular Formula: C₁₈H₂₂O₃Si
• Molecular Weight: 314.456
• Mol file: 152428-89-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 2-Hydroxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-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:

methyl cyanoformate (17640-15-2) + 4-Methyl-4-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohex-2-enone (152428-88-1) → 2-Hydroxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-89-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; Yield given. Multistep reaction;

Reference yield:

Methyl fluorosulfonate (421-20-5) + 2-Hydroxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-89-2) → 2-Methoxy-5-methyl-5-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester (152428-91-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - -10 ℃; for 0.833333h;

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-dienecarbaldehyde (152428-94-9)

Guidance literature:

Multi-step reaction with 4 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

3: DIBAL / toluene / 0.67 h / -16 °C

4: RuCl₂(PPh₃)3, N-methylmorpholine N-oxide / acetone / 0.33 h / 20 °C

With tris(triphenylphosphine)ruthenium(II) chloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; acetone; toluene;

upstream raw materials:

methyl cyanoformate

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

Downstream raw materials:

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

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

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