2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

Base Information

• Chemical Name: 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline
• CAS No.: 16357-59-8
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• Hs Code.: 29334990
• European Community (EC) Number: 240-418-2
• NSC Number: 147831
• UNII: 60O971AN19
• DSSTox Substance ID: DTXSID50871969
• Nikkaji Number: J14.768K
• Wikipedia: N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
• Wikidata: Q10859667
• ChEMBL ID: CHEMBL1527785
• Mol file: 16357-59-8.mol

Synonyms:2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline;BC 681;EEDQ;N-carbethoxy-2-ethoxy-1,2-dihydroquinoline;N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

Chemical Property of 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

Chemical Property:

• Appearance/Colour: White to pale yellow solid
• Vapor Pressure: 3.04E-05mmHg at 25°C
• Melting Point: 62-67 °C(lit.)
• Refractive Index: 1.564
• Boiling Point: 355.9 °C at 760 mmHg
• PKA: -1.27±0.40(Predicted)
• Flash Point: 169 °C
• PSA: 38.77000
• Density: 1.16 g/cm³
• LogP: 3.10390
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chlorofrom (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroQuinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 38-36/37/38-20/21/22
• Safety Statements: 22-24/25-36/37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Biochemical Research
• Canonical SMILES: CCOC1C=CC2=CC=CC=C2N1C(=O)OCC
• Uses: Peptide condensing agent with little or no racemization. Amidation coupling reagent. In the synthesis of peptides. 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is an irreversible membrane-bound receptor antagonist. It is used in synthetic chemistry, discovery, process R&D. It also acts as coupling reagents.

Technology Process of 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline

There total 2 articles about 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline 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: 69.0%

quinoline (91-22-5) + ethanol (64-17-5) + chloroformic acid ethyl ester (541-41-3) → N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (16357-59-8)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 1.33333h;

DOI:10.1039/c5cc04416b

Reference yield:

→ N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (16357-59-8)

Guidance literature:

Ether (V), Ethanol, BF3-Etherat;

Reference yield: 99.0%

N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (16357-59-8) + 3-methylthiophenylboronic acid (128312-11-8) → C19H19NO2S (1497411-35-4)

Guidance literature:

With methallylnickel chloride dimer; sodium phenoxide; (1R,7R)-9,9-dimethyl-2,2,6,6-tetra(napht-2-yl)-4-phenyl-3,5,8,10-tetraoxa-4-phosphabicyclo<5.3.0>decane; In 1,4-dioxane; tert-Amyl alcohol; at 20 ℃; for 25h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol4031364

upstream raw materials:

quinoline

ethanol

chloroformic acid ethyl ester

Downstream raw materials:

thiazole-2-ylcarbamic acid ethyl ester

N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid

Cbz-L-Ala-L-Pro-O^tBu

N-(Ethoxycarbonyl)-L-prolin-tert-butylester

Refernces

• 1、 -. "Heterocyclic compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds". . . Retrieved 2008/06/13.
• 2、 -. "Deoxyamino acid compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds". . . Retrieved 2008/06/13.