cis-1,3-Cyclohexanedicarboxylic acid diethyl ester

Base Information

• Chemical Name: cis-1,3-Cyclohexanedicarboxylic acid diethyl ester
• CAS No.: 62059-56-7
• Molecular Formula: C12H20O4
• Molecular Weight: 228.288
• European Community (EC) Number: 848-456-7
• Nikkaji Number: J802.711K
• Mol file: 62059-56-7.mol

Synonyms:62059-56-7;cis-1,3-Cyclohexanedicarboxylic acid diethyl ester;1,3-diethyl (1R,3S)-cyclohexane-1,3-dicarboxylate;1,3-Cyclohexanedicarboxylic acid, diethyl ester, cis-;SCHEMBL6642114;MAQGUOIUBYAVNL-AOOOYVTPSA-N;diethyl cis-1,3-cyclohexanedicarboxylate;diethyl (1R,3S)-cyclohexane-1,3-dicarboxylate;EN300-7539461;1alpha,3alpha-Cyclohexanedicarboxylic acid diethyl ester

Chemical Property of cis-1,3-Cyclohexanedicarboxylic acid diethyl ester

Chemical Property:

• Vapor Pressure: 0.00173mmHg at 25°C
• Boiling Point: 293.4°Cat760mmHg
• Flash Point: 137.3°C
• Density: 1.063g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 228.13615911
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

95-99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCCC(C1)C(=O)OCC
• Isomeric SMILES: CCOC(=O)[C@@H]1CCC[C@@H](C1)C(=O)OCC

Technology Process of cis-1,3-Cyclohexanedicarboxylic acid diethyl ester

There total 15 articles about cis-1,3-Cyclohexanedicarboxylic acid diethyl ester 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%

→ 1,3-Cyclohexanedicarboxylic acid, monoethyl ester (1195565-22-0) + cis-1,3-Cyclohexanedicarboxylic acid diethyl ester (62059-56-7)

Guidance literature:

Reference yield: 94.0%

ethanol (64-17-5) + (1R)-cyclohexane-1,3-dicarboxylic acid (2305-30-8,2305-31-9,3971-31-1,21917-23-7,116724-13-1,116724-14-2) → cis-1,3-Cyclohexanedicarboxylic acid diethyl ester (62059-56-7)

Guidance literature:

(1R)-cyclohexane-1,3-dicarboxylic acid; With acetyl chloride; Reflux;

ethanol; With sulfuric acid; Reflux;

DOI:10.1021/acs.oprd.6b00063

Reference yield: 90.0%

3-oxabicyclo<3.3.1>nonane-2,4-dione (4355-31-1) + orthoformic acid triethyl ester (122-51-0) → cis-1,3-Cyclohexanedicarboxylic acid diethyl ester (62059-56-7)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol;

DOI:10.1021/acs.oprd.6b00063

upstream raw materials:

ethyl iodide

orthoformic acid triethyl ester

3-oxabicyclo[3.3.1]nonane-2,4-dione

3-oxabicyclo<3.3.1>nonane-2,4-dione

Downstream raw materials:

N-[(1R,3S)-3-[[5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]-pyridin-3-yl)pyrimidin-4-yl]amino]cyclohexyl]morpholine-4-carboxamide

(1R,3S)-3-(((benzyloxy)carbonyl)amino)cyclohexanecarboxylic acid

[3-(1R,3S)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

tert-butyl N-[(1R,3S)-3-aminocyclohexyl]carbamate

Refernces

• 1、 Liang, Jianglin,Cochran, John E.,Dorsch, Warren A.,Davies, Ioana,Clark, Michael P.. "Development of a Scalable Synthesis of an Azaindolyl-Pyrimidine Inhibitor of Influenza Virus Replication". . p. 965 - 969. Retrieved 2016/06/09.
• 2、 -. "STEREOSELECTIVE PROCESS FOR PREPARING CYCLOHEXYL AMINE DERIVATIVES". Page 46. . Retrieved 2010/02/14.