beta-Amino-1H-indole-3-propanol

Base Information

• Chemical Name: beta-Amino-1H-indole-3-propanol
• CAS No.: 526-53-4
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.245
• European Community (EC) Number: 208-392-7
• DSSTox Substance ID: DTXSID00967028
• Nikkaji Number: J182.287J
• Wikidata: Q72515668
• Mol file: 526-53-4.mol

Synonyms:tryptophanol;tryptophanol ethanedioate (1:1), (S)-isomer;tryptophanol, (+-)-isomer;tryptophanol, (S)-isomer

Chemical Property of beta-Amino-1H-indole-3-propanol

Chemical Property:

• Boiling Point: 444.2°Cat760mmHg
• Flash Point: 222.5°C
• PSA: 62.04000
• Density: 1.245g/cm³
• LogP: 1.73030
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 190.110613074
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

BETA-AMINO-1H-INDOLE-3-PROPANOL 95.00% ^*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(CO)N

Technology Process of beta-Amino-1H-indole-3-propanol

There total 19 articles about beta-Amino-1H-indole-3-propanol 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 (73-22-3,27732-43-0,80206-30-0,27813-82-7) → L-tryptophanol (154-09-6,526-53-4,2899-29-8,52485-52-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2013.01.074

Reference yield: 98.0%

Trp (54-12-6,27732-43-0,80206-30-0,27813-82-7) → 2-amino-3-(1H-indol-3-yl)propan-1-ol (154-09-6,526-53-4,2899-29-8,52485-52-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 15h; Heating;

DOI:10.1016/j.tetasy.2005.03.016

Reference yield: 98.0%

D-tryptophan (153-94-6,27732-43-0,80206-30-0,27813-82-7) → (2R)-2-amino-3-(1H-indol-3-yl)propan-1-ol (154-09-6,526-53-4,2899-29-8,52485-52-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 15h; Inert atmosphere; Reflux;

DOI:10.1021/0l100094s

upstream raw materials:

L-tryptophan methyl ester

(S)-tryptophan methyl ester hydrochloride

L-Tryptophan

benzyl (S)-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate

Downstream raw materials:

(S)-4-[(1H-indol-3-yl)methyl]oxazolidin-2-one

(S,S)-((((2-(indol-3-yl)-1-(hydroxymethyl)ethyl)amino)carbonyl)-2-methylpropyl)(methyl)carbamic acid, phenylmethyl ester

benzyl (S)-(1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)carbamate

(2S)-3-(2-Indolyl)-2-(tosylamino)propyl toluene-p-sulfonate

Refernces

• 1、 -. "Bisindole alkaloid compound as well as synthesis method and application thereof". Paragraph 0052-0053; 0071-0074. . Retrieved 2021/08/14.
• 2、 Espadinha, Margarida,Barcherini, Valentina,Gon?alves, Lídia M.,Molins, Elies,Antunes, Alexandra M. M.,Santos, Maria M. M.. "Tryptophanol‐derived oxazolopyrrolidone lactams as potential anticancer agents against gastric adenocarcinoma". . . Retrieved 2021/03/26.