L-Tryptophanamide

Base Information

• Chemical Name: L-Tryptophanamide
• CAS No.: 20696-57-5
• Molecular Formula: C11H13N3O
• Molecular Weight: 203.244
• Hs Code.: 2933990090
• European Community (EC) Number: 243-977-0
• UNII: 0K2B9SB26H
• DSSTox Substance ID: DTXSID801316507
• Nikkaji Number: J225.307K
• Wikidata: Q27095301
• Metabolomics Workbench ID: 49903
• ChEMBL ID: CHEMBL227123
• Mol file: 20696-57-5.mol

Synonyms:tryptophanamide;tryptophanamide monohydrochloride, (S)-isomer;tryptophanamide, (+-)-isomer;tryptophanamide, (S)-isomer

Chemical Property of L-Tryptophanamide

Chemical Property:

• Melting Point: 254-255 °C (decomp)(Solv: methanol (67-56-1); ethyl acetate (141-78-6))
• Boiling Point: 498.7±40.0 °C(Predicted)
• PKA: 15.99±0.50(Predicted)
• PSA: 85.89000
• Density: 1.302±0.06 g/cm3(Predicted)
• LogP: 2.37300
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.105862047
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-Amino-3-(1H-indol-3-yl)propanamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC(C(=O)N)N
• Isomeric SMILES: C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)N)N

Technology Process of L-Tryptophanamide

There total 10 articles about L-Tryptophanamide 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 methyl ester (4299-70-1) → L-tryptophanamide (20696-57-5)

Guidance literature:

With ammonium hydroxide; In methanol; at 0 - 20 ℃;

DOI:10.1021/acs.joc.7b01659

Reference yield: 95.0%

N-Carbobenzoxy-L-tryptophanamide (20696-64-4) → L-tryptophanamide (20696-57-5)

Guidance literature:

With hydrogen; 5% Pd(II)/C(eggshell); In methanol; at 20 ℃; for 16h;

Reference yield: 86.0%

(S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → L-tryptophanamide (20696-57-5)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 4h;

upstream raw materials:

N-Carbobenzoxy-L-tryptophanamide

L-tryptophan methyl ester

(S)-tryptophan methyl ester hydrochloride

L-Tryptophan

Downstream raw materials:

[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

(12bS)-Ethyl 4-oxo-3-(phenylthio)-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-3-carboxylate

(Z)-methyl 2-((2S,12bS,E)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-3-hydroxyacrylate

(1-(S)-{1-[1-carbamoyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-4-nitroguanidino-butylcarbamoyl}-2-(R)-phenyl-ethyl)-carbamic acid tert-butyl ester