Trimethyl cyclohexane-1,1,4-tricarboxylate

Base Information

• Chemical Name: Trimethyl cyclohexane-1,1,4-tricarboxylate
• CAS No.: 153032-50-9
• Molecular Formula: C₁₂H₁₈O₆
• Molecular Weight: 258.271
• DSSTox Substance ID: DTXSID601194612
• Mol file: 153032-50-9.mol

Synonyms:153032-50-9;SCHEMBL12462589;DTXSID601194612;1,1,4-Cyclohexanetricarboxylic acid, 1,1,4-trimethyl ester

Chemical Property of Trimethyl cyclohexane-1,1,4-tricarboxylate

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 258.11033829
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1CCC(CC1)(C(=O)OC)C(=O)OC

Technology Process of Trimethyl cyclohexane-1,1,4-tricarboxylate

There total 1 articles about Trimethyl cyclohexane-1,1,4-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: 87.0%

dimethyl 1,4-cyclohexane dicarboxylate (94-60-0) + methyl chloroformate (79-22-1) → Trimethyl 1,1,4-cyclohexanetricarboxylate (153032-50-9)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; 1.) -78 deg C, 1 h, 2.) -68 deg C -> r.t.;

DOI:10.1021/jo00076a055

Reference yield: 85.0%

methyl chloroformate (79-22-1) + Trimethyl 1,1,4-cyclohexanetricarboxylate (153032-50-9) → Tetramethyl 1,1,4,4-cyclohexanetetracarboxylate (153032-51-0)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 1 h, 2.) -70 deg C;

DOI:10.1021/jo00076a055

Reference yield:

Trimethyl 1,1,4-cyclohexanetricarboxylate (153032-50-9) → 1,1,4,4-Cyclohexanetetracarboxylic acid (153032-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 2,2,6,6-tetramethylpiperidine, n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -70 deg C

2: 90 percent / aq. NaOH / ethanol / 48 h / Ambient temperature

With 2,2,6,6-tetramethyl-piperidine; sodium hydroxide; n-butyllithium; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jo00076a055

upstream raw materials:

dimethyl 1,4-cyclohexane dicarboxylate

methyl chloroformate

Downstream raw materials:

Tetramethyl 1,1,4,4-cyclohexanetetracarboxylate

1,1,4,4-Cyclohexanetetracarboxylic acid

trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedimethanol

trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde