Trimethyl 1,3,5-trimethyl-1,3,5-cyclohexanetricarboxylate

Base Information

• Chemical Name: Trimethyl 1,3,5-trimethyl-1,3,5-cyclohexanetricarboxylate
• CAS No.: 79410-21-2
• Molecular Formula: C15H24 O6
• Molecular Weight: 300.352
• DSSTox Substance ID: DTXSID50363556
• Nikkaji Number: J2.732.736B
• Mol file: 79410-21-2.mol

Synonyms:79410-21-2;trimethyl 1,3,5-trimethylcyclohexane-1,3,5-tricarboxylate;TRIMETHYL 1,3,5-TRIMETHYL-1,3,5-CYCLOHEXANETRICARBOXYLATE;DTXSID50363556;AG-H-18608;TRIMETHYL1,3,5-TRIMETHYL-1,3,5-CYCLOHEXANETRICARBOXYLATE;1,3,5-Trimethylcyclohexane-1alpha,3alpha,5alpha-tricarboxylic acid trimethyl ester

Chemical Property of Trimethyl 1,3,5-trimethyl-1,3,5-cyclohexanetricarboxylate

Chemical Property:

• PSA: 78.90000
• LogP: 1.70820
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 300.15728848
• Heavy Atom Count: 21
• Complexity: 375

Purity/Quality:

98% ^*data from raw suppliers

TRIMETHYL 1,3,5-TRIMETHYL-1,3,5-CYCLOHEXANETRICARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(CC(C1)(C)C(=O)OC)(C)C(=O)OC)C(=O)OC

Technology Process of Trimethyl 1,3,5-trimethyl-1,3,5-cyclohexanetricarboxylate

There total 5 articles about Trimethyl 1,3,5-trimethyl-1,3,5-cyclohexanetricarboxylate 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: 62.0%

trimethyl cyclohexane-1,3,5-tricarboxylate (52831-11-5) + dimethyl sulfate (77-78-1) → trimethyl-cis,cis-1,3,5-trimethyl-1,3,5-cyclohexane-tricarboxylate (79410-21-2) + trimethyl cis,trans-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylate (107271-35-2)

Guidance literature:

With lithium diisopropyl amide; In diethyl ether; Yields of byproduct given; Ambient temperature;

DOI:10.1021/ja00242a029

Reference yield: 48.0%

trimethyl cyclohexane-1,3,5-tricarboxylate (52831-11-5) + dimethyl sulfate (77-78-1) → trimethyl-cis,cis-1,3,5-trimethyl-1,3,5-cyclohexane-tricarboxylate (79410-21-2)

Guidance literature:

trimethyl cyclohexane-1,3,5-tricarboxylate; With n-butyllithium; diisopropylamine; In diethyl ether; at 0 ℃; for 1h;

dimethyl sulfate; In diethyl ether; at 22 ℃; for 16h;

DOI:10.1002/anie.201703744

Reference yield: 40.0%

1,3,5-cyclohexanetricarboxylic acid trimethyl ester (52831-11-5) + dimethyl sulfate (77-78-1) → trimethyl-cis,cis-1,3,5-trimethyl-1,3,5-cyclohexane-tricarboxylate (79410-21-2) + trimethyl cis,trans-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylate (107271-35-2)

Guidance literature:

1,3,5-cyclohexanetricarboxylic acid trimethyl ester; With n-butyllithium; diisopropylamine; In diethyl ether; hexane; at 0 ℃; for 2h;

dimethyl sulfate; In diethyl ether; hexane; at 20 ℃;

DOI:10.1021/jo0206014

upstream raw materials:

diazomethane

Kemp's triacid

trimethyl cyclohexane-1,3,5-tricarboxylate

dimethyl sulfate

Downstream raw materials:

(1R,5S,7R)-3-(4-Methoxy-benzyl)-1,5,7-trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carbaldehyde

(1R,5S,7R)-7-Ethynyl-3-(4-methoxy-benzyl)-1,5,7-trimethyl-3-aza-bicyclo[3.3.1]nonane-2,4-dione

Refernces

• 1、 Ye, Qing,Komarov, Igor V.,Kirby, Anthony J.,Jones Jr., Maitland. "3,5,7-Trimethyl-1-azatricyclo[3.3.1.13,7]decan-2-ylidene, an Aminocarbene without π conjugation". . p. 9288 - 9294. Retrieved 2007/10/03.
• 2、 Kemp, D. S.,Petrakis, Konstantinos S.. "Synthesis and Conformational Analysis of cis,cis-1,3,5-Trimethylcyclohexane-1,3,5-tricarboxylic Acid". . p. 5140 - 5143. Retrieved 2007/10/02.