(S)-2-Amino-3-(1H-indol-3-yl)propanamide hydrochloride

Base Information

• Chemical Name: (S)-2-Amino-3-(1H-indol-3-yl)propanamide hydrochloride
• CAS No.: 5022-65-1
• Molecular Formula: C11H13 N3 O . Cl H
• Molecular Weight: 239.705
• Hs Code.: 2933990090
• European Community (EC) Number: 225-708-9
• DSSTox Substance ID: DTXSID501036172
• ChEMBL ID: CHEMBL1222006
• Mol file: 5022-65-1.mol

Synonyms:5022-65-1;H-Trp-NH2.HCl;L-Tryptophanamide hydrochloride;(S)-2-Amino-3-(1H-indol-3-yl)propanamide hydrochloride;H-TRP-NH2 HCL;EINECS 225-708-9;(2S)-2-amino-3-(1H-indol-3-yl)propanamide hydrochloride;(2S)-2-amino-3-(1H-indol-3-yl)propanamide;hydrochloride;(S)-alpha-Amino-1H-indole-3-propionamide monohydrochloride;H-Trp-NH HCl;(L)-tryptophanamide hydrochloride;L-Tryptophane Amide Hydrochloride;l-tryptophanamide hcl;H-L-Trp-NH2 HCl;SCHEMBL901447;CHEMBL1222006;WOBDANBSEWOYKN-FVGYRXGTSA-N;DTXSID501036172;MFCD00054315;s6155;AKOS015849223;AKOS016010515;CS-W009482;HY-W008766;AS-19236;BP-12567;T2312;A828017;Z1486546140;(2S)-2-azanyl-3-(1H-indol-3-yl)propanamide hydrochloride;1H-Indole-3-propanamide, a-amino-, monohydrochloride, (aS)-

Chemical Property of (S)-2-Amino-3-(1H-indol-3-yl)propanamide hydrochloride

Chemical Property:

• Vapor Pressure: 4.44E-10mmHg at 25°C
• Melting Point: 250 °C
• Refractive Index: 25 ° (C=1, H2O)
• Boiling Point: 498.7°Cat760mmHg
• Flash Point: 255.4°C
• PSA: 159.50000
• Density: g/cm³
• LogP: 1.07920
• Storage Temp.: 2-8°C
• Solubility.: Methanol, Water
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 239.0825398
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Tryptophanamide hydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC(C(=O)N)N.Cl
• Isomeric SMILES: C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)N)N.Cl
• Uses: As an amino acid amide, L-Tryptophanamide hydrochloride can be used as a substrate for studying the action of aminopeptidase enzyme. An amino acid amide used as a substrate for studying the action of aminopeptidase enzyme.Note: The isomer D,L-Tryptophanamide, Hydrochloride is also available as Catalogue Number T89550

Technology Process of (S)-2-Amino-3-(1H-indol-3-yl)propanamide hydrochloride

There total 8 articles about (S)-2-Amino-3-(1H-indol-3-yl)propanamide hydrochloride 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: 93.0%

L-tryptophan hydrochloride (6159-33-7) → L-tryptophanamide hydrochloride (5022-65-1)

Guidance literature:

With hexamethylphosphorous triamide dichloride; ammonia; In dichloromethane; 1) 30 min, -20 deg C, 2) 4 h, r.t.;

Reference yield: 41.0%

(S)-2-((R)-2-hydroxy-1-phenylethylamino)-3-(1H-indol-3-yl)propanamide → L-tryptophanamide hydrochloride (5022-65-1)

Guidance literature:

(S)-2-((R)-2-hydroxy-1-phenylethylamino)-3-(1H-indol-3-yl)propanamide; With palladium 10% on activated carbon; ammonium formate; In methanol; for 4h; Inert atmosphere; Reflux;

With hydrogenchloride; In water;

DOI:10.1039/c4ob02107j

Reference yield:

Boc-Trp-NH2 (62549-92-2) → L-tryptophanamide hydrochloride (5022-65-1)

Guidance literature:

With hydrogenchloride; In water;

upstream raw materials:

L-tryptophan hydrochloride

N-Carbobenzoxy-L-tryptophanamide

N-carbobenzyloxy-L-tryptophane

tryptophanamide hydrochloride

Downstream raw materials:

benzyl N-((1S)-2-[(1S)-2-amino-1-(1H-indol-2-ylmethyl)-2-oxoethyl]amino-1-methyl-2-oxoethyl)carbamate

L-tryptophanamide

Boc-Trp-NH₂

{1-benzyl-4-[1-carbamoyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-oxo-6-pyridin-2-yl-hexyl}-carbamic acid tert-butyl ester

Refernces

• 1、 Chen, Chou-Hsiung,Genapathy, Sivaneswary,Fischer, Peter M.,Chan, Weng C.. "A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues". . p. 9764 - 9768. Retrieved 2015/01/09.
• 2、 Guerlavais, Vincent,Boeglin, Damien,Mousseaux, Delphine,Oiry, Catherine,Heitz, Annie,Deghenghi, Romano,Locatelli, Vittorio,Torsello, Antonio,Ghé, Corrado,Catapano, Filomena,Muccioli, Giampiero,Galleyrand, Jean-Claude,Fehrentz, Jean-Alain,Martinez, Jean. "New active series of growth hormone secretagogues". . p. 1191 - 1203. Retrieved 2007/10/03.