Ethanone, 1-[(1S,5R)-5-hydroxy-4-methyl-3-cyclohexen-1-yl]- (9CI)

Base Information

• Chemical Name: Ethanone, 1-[(1S,5R)-5-hydroxy-4-methyl-3-cyclohexen-1-yl]- (9CI)
• CAS No.: 744208-05-7
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Mol file: 744208-05-7.mol

Synonyms:Ethanone, 1-[(1S,5R)-5-hydroxy-4-methyl-3-cyclohexen-1-yl]- (9CI)

Chemical Property of Ethanone, 1-[(1S,5R)-5-hydroxy-4-methyl-3-cyclohexen-1-yl]- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanone, 1-[(1S,5R)-5-hydroxy-4-methyl-3-cyclohexen-1-yl]- (9CI)

There total 3 articles about Ethanone, 1-[(1S,5R)-5-hydroxy-4-methyl-3-cyclohexen-1-yl]- (9CI) 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: 72.0%

Acetic acid (1R,2S,4R,6R)-4-acetyl-1-methyl-7-oxa-bicyclo[4.1.0]hept-2-yl ester → (1R,5S)-5-acetyl-2-methylcyclohex-2-en-1-ol (744208-05-7)

Guidance literature:

With titanocene dichloride; zinc; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo049358u

Reference yield: 61.0%

1-[(1S,5R)-4-Methyl-5-((R)-1-phenyl-ethoxy)-cyclohex-3-enyl]-ethanone (130814-85-6) → 1-((1S,5S)-5-Hydroxy-4-methyl-cyclohex-3-enyl)-ethanone (130814-92-5,744208-05-7)

Guidance literature:

With hydrogenchloride; silica gel; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1055/s-1990-26986

Reference yield:

(-)-{1-(R)-[(1E)-2-methylbuta-1,3-dienyloxy]ethyl}benzene (130814-75-4) → 1-((1S,5S)-5-Hydroxy-4-methyl-cyclohex-3-enyl)-ethanone (130814-92-5,744208-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / toluene / Heating

2: 61 percent / silica gel, aq. 25percent HCl / CH₂Cl₂ / 5 h / Ambient temperature

With hydrogenchloride; silica gel; In dichloromethane; toluene;

DOI:10.1055/s-1990-26986

upstream raw materials:

1-[(1S,5R)-4-Methyl-5-((R)-1-phenyl-ethoxy)-cyclohex-3-enyl]-ethanone

(-)-{1-(R)-[(1E)-2-methylbuta-1,3-dienyloxy]ethyl}benzene