Trimethyl 1,3,5-tripropylcyclohexane-1,3,5-tricarboxylate

Base Information

• Chemical Name: Trimethyl 1,3,5-tripropylcyclohexane-1,3,5-tricarboxylate
• CAS No.: 131589-70-3
• Molecular Formula: C21H36 O6
• Molecular Weight: 384.513
• DSSTox Substance ID: DTXSID60394790
• Mol file: 131589-70-3.mol

Synonyms:131589-70-3;trimethyl 1,3,5-tripropylcyclohexane-1,3,5-tricarboxylate;Trimethyl cis,cis-1,3,5-tripropyl-1,3,5-cyclohexanetricarboxylate;Rel-trimethyl (1s,3s,5s)-1,3,5-tripropylcyclohexane-1,3,5-tricarboxylate;DTXSID60394790;AAQNYVRSASCAJP-UHFFFAOYSA-N;AKOS024307421;trimethyl 1,3,5-tripropyl-1,3,5-cyclohexanetricarboxylate;Trimethyl cis,cis-tripropyl-1,3,5-cyclo-hexanetricarboxylate,97%

Chemical Property of Trimethyl 1,3,5-tripropylcyclohexane-1,3,5-tricarboxylate

Chemical Property:

• Melting Point: 114-116 °C(lit.)
• PSA: 78.90000
• LogP: 4.04880
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 384.25118886
• Heavy Atom Count: 27
• Complexity: 451

Purity/Quality:

97% ^*data from raw suppliers

TRIMETHYL CIS,CIS-1,3,5-TRIPROPYL-1,3,5-CYCLOHEXANETRICARBOXYLATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1(CC(CC(C1)(CCC)C(=O)OC)(CCC)C(=O)OC)C(=O)OC

Technology Process of Trimethyl 1,3,5-tripropylcyclohexane-1,3,5-tricarboxylate

There total 2 articles about Trimethyl 1,3,5-tripropylcyclohexane-1,3,5-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:

cis,cis-trimethyl 1,3,5-triallylcyclohexane-1,3,5-tricarboxylate (129032-18-4) → trimethyl-cis,cis-1,3,5-tripropyl-1,3,5-cyclohexane-tricarboxylate (131589-70-3)

Guidance literature:

With hydrogen; palladium;

DOI:10.1021/ja00172a049

Reference yield:

trimethyl cyclohexane-1,3,5-tricarboxylate (52831-11-5) → trimethyl-cis,cis-1,3,5-tripropyl-1,3,5-cyclohexane-tricarboxylate (131589-70-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) toluene, 0 deg C, 15 min, 2.) from 0 deg C to 75 deg C, 1.5 h

2: H₂ / 10percent Pd/C / ethyl acetate / 3 h / 2585.7 Torr / Ambient temperature

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In ethyl acetate;

Reference yield: 97.0%

trimethyl-cis,cis-1,3,5-tripropyl-1,3,5-cyclohexane-tricarboxylate (131589-70-3) → cis,cis-1,3,5-tripropylcyclohexyl 1,3,5-tricarboxylic acid (129063-52-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 12h; Heating;

upstream raw materials:

cis,cis-trimethyl 1,3,5-triallylcyclohexane-1,3,5-tricarboxylate

trimethyl cyclohexane-1,3,5-tricarboxylate

Downstream raw materials:

cis,cis-1,3,5-tripropylcyclohexyl 1,3,5-tricarboxylic acid

(3,5-bis-hydroxymethyl-1,3,5-tripropyl-cyclohexyl)-methanol

trifluoro-methanesulfonic acid 1,3,5-tripropyl-3,5-bis-trifluoromethanesulfonyloxymethyl-cyclohexylmethyl ester