Trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate

Base Information

• Chemical Name: Trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate
• CAS No.: 80269-67-6
• Molecular Formula: C12H16O7
• Molecular Weight: 272.25
• DSSTox Substance ID: DTXSID30549331
• Mol file: 80269-67-6.mol

Synonyms:80269-67-6;trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate;1,1,3-TRIMETHYL 4-OXOCYCLOHEXANE-1,1,3-TRICARBOXYLATE;SCHEMBL8988309;DTXSID30549331;VNMXZSWOKNCHAM-UHFFFAOYSA-N;MFCD00069070;AKOS005067522;trimethyl4-oxocyclohexane-1,1,3-tricarboxylate;EN300-1588327

Chemical Property of Trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate

Chemical Property:

• PSA: 111.90000
• LogP: 0.41680
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 272.08960285
• Heavy Atom Count: 19
• Complexity: 396

Purity/Quality:

95%-98% ^*data from raw suppliers

Trimethyl4-oxocyclohexane-1,1,3-tricarboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC(CCC1=O)(C(=O)OC)C(=O)OC

Technology Process of Trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate

There total 1 articles about Trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate 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: 100.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + malonic acid dimethyl ester (108-59-8) → trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate (80269-67-6)

Guidance literature:

With sodium hydride;

DOI:10.1021/jo00101a033

Reference yield: 64.0%

trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate (80269-67-6) → 4-carbomethoxycyclohexanone (6297-22-9)

Guidance literature:

With sodium chloride; In water; N,N-dimethyl-formamide; for 48h; Heating;

DOI:10.1055/s-1981-29617

Reference yield:

trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate (80269-67-6) → trimethyl 4-oxo-2-cyclohexene-1,1,3-tricarboxylate (159124-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) pyridine / 1.) CH₂Cl₂

2: 100 percent / 30percent aq. H₂O₂ / CH₂Cl₂ / 0.67 h / 0 °C

With pyridine; dihydrogen peroxide; In dichloromethane;

DOI:10.1021/jo00101a033

upstream raw materials:

acrylic acid methyl ester

malonic acid dimethyl ester

Downstream raw materials:

4-carbomethoxycyclohexanone

trimethyl 4-oxo-3-(phenylseleno)cyclohexane-1,1,3-tricarboxylate

trimethyl 4-oxo-2-cyclohexene-1,1,3-tricarboxylate

5-ethyl-4-morpholin-4-yl-cyclohex-3-enecarboxylic acid methyl ester

Refernces

• 1、 Pereira, Oswy Z.,Chan, T. H.. "Highly Oxygenated Decalins via Michael-Claisen Condensation". . p. 6710 - 6716. Retrieved 2007/10/02.