Ethyl L-tryptophanate

Base Information

• Chemical Name: Ethyl L-tryptophanate
• CAS No.: 7479-05-2
• Deprecated CAS: 103175-45-7,10331-67-6,1519042-64-8
• Molecular Formula: C13H16N2O2
• Molecular Weight: 232.282
• European Community (EC) Number: 231-285-1
• DSSTox Substance ID: DTXSID00884387
• Nikkaji Number: J104.359E
• Wikidata: Q76005971
• ChEMBL ID: CHEMBL54665
• Mol file: 7479-05-2.mol

Synonyms:tryptophan ethyl ester;tryptophan ethyl ester monohydrochloride, (DL)-isomer;tryptophan ethyl ester monohydrochloride, (L)-isomer;tryptophan ethyl ester monotosylate, (L)-isomer;tryptophan ethyl ester, (L)-isomer;tryptophan ethyl ester, alpha-14C-labeled cpd (DL)-isomer

Chemical Property of Ethyl L-tryptophanate

Chemical Property:

• Vapor Pressure: 1.01E-07mmHg at 25°C
• Melting Point: 218 °C
• Boiling Point: 401.2 °C at 760 mmHg
• PKA: 17.03±0.30(Predicted)
• Flash Point: 196.4 °C
• PSA: 68.11000
• Density: 1.211 g/cm³
• LogP: 3.10310
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 232.121177757
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 2-AMINO-3-(1H-INDOL-3-YL)PROPANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CNC2=CC=CC=C21)N
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CNC2=CC=CC=C21)N

Technology Process of Ethyl L-tryptophanate

There total 17 articles about Ethyl L-tryptophanate 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%

L-tryptophan ethyl ester hydrochloride (2899-28-7,6519-67-1,61535-49-7,67557-18-0,68401-14-9) → L-tryptophan ethyl ester (7479-05-2)

Guidance literature:

With sodium hydrogencarbonate;

DOI:10.3390/molecules25194402

Reference yield: 100.0%

ethanol (64-17-5) + Trp (54-12-6,27732-43-0,80206-30-0,27813-82-7) → DL-tryptophan ethyl ester (6519-66-0,7479-05-2,74126-25-3)

Guidance literature:

ethanol; Trp; With thionyl chloride; Reflux;

With sodium hydrogencarbonate;

DOI:10.1016/j.tetasy.2010.02.011

Reference yield: 98.0%

ethanol (64-17-5) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → L-tryptophan ethyl ester (7479-05-2)

Guidance literature:

With thionyl chloride; for 12h; Reflux;

DOI:10.1016/j.bmcl.2014.09.063

upstream raw materials:

ethanol

L-Tryptophan

DL-tryptophan ethyl ester

(2R,5S)-3,6-diethoxy-2-isopropyl-5-[2-(trimethylsilyl)-3-indolyl]methyl-2,5-dihydropyrazine

Downstream raw materials:

[(benzyloxy)carbonyl]glycyl-L-tryptophan

L-Tryptophan

ethyl 1,2,3,4-tetrahydro-β-carboline-3-carboxylate

DAVLB-L-Trp-OEt

Refernces

• 1、 De Sousa, Bianca L.,Leite, Jo?o P.V.,Mendes, Tiago A.O.,Varej?o, Eduardo V.V.,Chaves, Anna C.S.,da Silva, Júnio G.,Agrizzi, Ana P.,Ferreira, Priscila G.,Pilau, Eduardo J.,Silva, Evandro,dos Santos, Marcelo H.. "Inhibition of acetylcholinesterase by coumarin-linked amino acids synthetized via triazole associated with molecule partition coefficient". . p. 652 - 664. Retrieved 2021/02/16.
• 2、 Adinarayana, Nandikolla,Balana Fouce, Rafael,Chandra Sekhar, K. V. G.,Faheem,Karan Kumar, Banoth,Melcon-Fernandez, Estela,Murugesan, Sankaranarayan,Perez-Pertejo Yolanda, Yolanda,Reguera, Rosa M.,Vanaparthi, Satheeshvarma. "Design, synthesis and evaluation of novel β-carboline ester analogues as potential anti-leishmanial agents". . . Retrieved 2021/09/03.