methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate

Base Information

• Chemical Name: methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate
• CAS No.: 68380-13-2
• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.39
• Mol file: 68380-13-2.mol

Synonyms:methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate

Chemical Property of methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate

There total 3 articles about methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate 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: 80.0%

methyl 5-hydroxy-3-oxo-5-(2,6.6-trimethylcyclohexen-1-yl)pentanoate (68380-12-1) + acetyl chloride (75-36-5) → methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate (68380-13-2)

Guidance literature:

With pyridine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00211a030

Reference yield:

2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7) → methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate (68380-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, BuLi / 1.) THF, 0 deg C, 10 min, 2.) RT, 1 h

2: 80 percent / pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; n-butyllithium; sodium hydride; In dichloromethane;

DOI:10.1021/jo00211a030

Reference yield:

acetoacetic acid methyl ester (105-45-3) → methyl 5-acetoxy-3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pentanoate (68380-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, BuLi / 1.) THF, 0 deg C, 10 min, 2.) RT, 1 h

2: 80 percent / pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; n-butyllithium; sodium hydride; In dichloromethane;

DOI:10.1021/jo00211a030

upstream raw materials:

methyl 5-hydroxy-3-oxo-5-(2,6.6-trimethylcyclohexen-1-yl)pentanoate

acetyl chloride

2,6,6-trimethylcyclohex-1-enecarbaldehyde

acetoacetic acid methyl ester

Downstream raw materials:

(Z)-5-[2,2-Dimethyl-6-methylene-cyclohex-(Z)-ylidene]-3-trimethylsilanyloxy-pent-2-enoic acid methyl ester

methyl(2EZ,4E)-3-(trimethylsiloxy)-5-(2,6,6-trimetylcyclohexen-1-yl)penta-2,4-dienoate

methyl 3-acetoxy-5-(2-methylene-6,6-dimethylcyclohex-1-ylidene)pent-3-enoate

(Z)-3-Acetoxy-5-[2,2-dimethyl-6-methylene-cyclohex-(Z)-ylidene]-pent-2-enoic acid methyl ester