Ethyl beta-carboline-3-carboxylate

Base Information

• Chemical Name: Ethyl beta-carboline-3-carboxylate
• CAS No.: 74214-62-3
• Molecular Formula: C14H12 N2 O2
• Molecular Weight: 240.261
• European Community (EC) Number: 624-676-7
• NSC Number: 610937
• UNII: HYW8K5N21Y
• DSSTox Substance ID: DTXSID70225208
• Nikkaji Number: J22.160K
• Wikidata: Q27164603
• Pharos Ligand ID: KDLLRCC8C44N
• Metabolomics Workbench ID: 135344
• ChEMBL ID: CHEMBL11709,CHEMBL454606
• Mol file: 74214-62-3.mol

Synonyms:3-carboethoxy-beta carboline;BC-3-CAEE;beta-carboline-3-carboxylic acid ethyl ester;beta-CCE;ethyl-beta-carboline-3-carboxylate;pyrido(3,4-b)indole-3-carboxylic acid ethyl ester

Chemical Property of Ethyl beta-carboline-3-carboxylate

Chemical Property:

• Vapor Pressure: 4.86E-09mmHg at 25°C
• Melting Point: 228-230 °C(lit.)
• Boiling Point: 470.9°C at 760 mmHg
• Flash Point: 238.6°C
• PSA: 54.98000
• Density: 1.308g/cm³
• LogP: 2.89280
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 240.089877630
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

Ethylβ-Carboline-3-carboxylate(β-CCE) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC=C2C(=C1)C3=CC=CC=C3N2

Technology Process of Ethyl beta-carboline-3-carboxylate

There total 4 articles about Ethyl beta-carboline-3-carboxylate 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: 74.0%

2-oxo-3-(ethoxycarbonyl)-3,4-dihydro-β-carboline (106544-20-1) → ethyl 9H-pyrido[3,4-b]indole-3-carboxylate (74214-62-3) + 2-(1-cyano-2-phenylcyclopropyl)-5-(ethoxycarbonyl)-4,5,6,11b-tetrahydro-Δ4-1,2,4-oxadiazolino<3,2-a>-β-carboline (106544-19-8,106622-86-0)

Guidance literature:

In toluene; at 100 ℃; for 36h;

DOI:10.1021/jo00382a014

Reference yield: 14.0%

(4R,10bR)-2-Phenyl-4,5,10,10b-tetrahydro-3-oxa-1,3a,10-triaza-cyclopenta[a]fluorene-4-carboxylic acid ethyl ester (121994-33-0) → benzamide (55-21-0,27208-38-4) + ethyl 9H-pyrido[3,4-b]indole-3-carboxylate (74214-62-3)

Guidance literature:

In toluene; at 80 ℃; for 48h;

DOI:10.1016/S0040-4020(01)89838-0

Reference yield:

ethyl 3,4-dihydro-β-carboline-3-carboxylate (79185-76-5) → ethyl 9H-pyrido[3,4-b]indole-3-carboxylate (74214-62-3) + ethyl 1,2,3,4-tetrahydro-β-carboline-3-carboxylate (84518-77-4,41300-23-6)

Guidance literature:

With lithium hydroxide; In methanol; water; at 45 ℃; Rate constant; Mechanism; var. temp.; NaOH sol. as reagent;

DOI:10.1016/0040-4020(84)85124-8

upstream raw materials:

ethyl 3,4-dihydro-β-carboline-3-carboxylate

(4R,10bR)-2-Phenyl-4,5,10,10b-tetrahydro-3-oxa-1,3a,10-triaza-cyclopenta[a]fluorene-4-carboxylic acid ethyl ester

2-oxo-3-(ethoxycarbonyl)-3,4-dihydro-β-carboline

Downstream raw materials:

9H-β-Carboline-3-carboxylic acid N'-phenyl-hydrazide

β-carboline-3-carboxylic acid

ethyl 9-N-(p-toluenesulfonyl)-β-carboline-3-carboxylate

3-N-phenyl-β-carboline-3-carboxamide

Refernces

• 1、 Plate, Ralf,Hermkens, Pedro H. H.,Smits, Jan M. M.,Nivard, Rutger J. F.,Ottenheijm, Haary C. J.. "Employment of Nitriles in the Stereoselective Cycloaddition to Nitrones". . p. 1047 - 1051. Retrieved 2007/10/02.
• 2、 -. "β-Carbolin-3-carboxylic acid derivatives". . . Retrieved 2008/06/13.