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

Base Information

• Chemical Name: methyl 5-hydroxy-3-oxo-5-(2,6.6-trimethylcyclohexen-1-yl)pentanoate
• CAS No.: 68380-12-1
• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.353
• Mol file: 68380-12-1.mol

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

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

There total 2 articles about methyl 5-hydroxy-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:

2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7) + acetoacetic acid methyl ester (105-45-3) → methyl 5-hydroxy-3-oxo-5-(2,6.6-trimethylcyclohexen-1-yl)pentanoate (68380-12-1)

Guidance literature:

With n-butyllithium; sodium hydride; Yield given. Multistep reaction; 1.) THF, 0 deg C, 10 min, 2.) RT, 1 h;

DOI:10.1021/jo00211a030

Reference yield:

→ methyl 5-hydroxy-3-oxo-5-(2,6.6-trimethylcyclohexen-1-yl)pentanoate (68380-12-1)

Guidance literature:

β-Cyclocitral, Methylacetoacetat-Dianion;

DOI:10.1021/ja00487a089

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

upstream raw materials:

2,6,6-trimethylcyclohex-1-enecarbaldehyde

acetoacetic acid methyl ester

Downstream raw materials:

trans-methyl 3-oxo-5-(2,6,6-trimethylcyclohexen-1-yl)pent-4-enoate

methyl 2-(5,5,8a-trimethyl-5,6,7,8-tetrahydro-1(8aH)-benzopyranyl)acetate

cis-methyl 2-oxo-5,5,8a-trimethyl-1,2,3,5,6,7,8,8a-octahydronaphthalenecarboxylate

6-(2,6,6-Trimethyl-cyclohex-1-enyl)-dihydro-pyran-2,4-dione