2-(2-azaniumylethanoylamino)-3-(1H-indol-3-yl)propanoate

Base Information

• Chemical Name: 2-(2-azaniumylethanoylamino)-3-(1H-indol-3-yl)propanoate
• CAS No.: 2189-26-6
• Molecular Formula: C13H15 N3 O3
• Molecular Weight: 261.28
• Hs Code.: 2933990090
• Mol file: 2189-26-6.mol

Synonyms:A815732;2-(2-azaniumylethanoylamino)-3-(1H-indol-3-yl)propanoate;2-[(2-ammonio-1-oxoethyl)amino]-3-(1H-indol-3-yl)propanoate

Chemical Property of 2-(2-azaniumylethanoylamino)-3-(1H-indol-3-yl)propanoate

Chemical Property:

• Vapor Pressure: 2.52E-16mmHg at 25°C
• Melting Point: 280 °C (approx, decomp)
• Boiling Point: 621.8°Cat760mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 329.9°C
• PSA: 108.21000
• Density: 1.383g/cm³
• LogP: 1.32970
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 261.11134135
• Heavy Atom Count: 19
• Complexity: 343

Purity/Quality:

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

Glycyl-DL-tryptophan ^*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)[O-])NC(=O)C[NH3+]

Technology Process of 2-(2-azaniumylethanoylamino)-3-(1H-indol-3-yl)propanoate

There total 12 articles about 2-(2-azaniumylethanoylamino)-3-(1H-indol-3-yl)propanoate 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:

Trp (54-12-6,27732-43-0,80206-30-0,27813-82-7) → Nα-glycyl-DL-tryptophan (2189-26-6)

Guidance literature:

Multi-step reaction with 2 steps

2: HCl; nitromethane

With hydrogenchloride; nitromethane;

DOI:10.1021/ja01574a029

Reference yield:

Nα-(N-tert-butoxycarbonyl-glycyl)-DL-tryptophan (106248-10-6) → Nα-glycyl-DL-tryptophan (2189-26-6)

Guidance literature:

With nitromethane; hydrogen bromide;

DOI:10.1021/ja01574a029

Reference yield:

DL-tryptophan ethyl ester hydrochloride (6519-67-1) → Nα-glycyl-DL-tryptophan (2189-26-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; CHCl₃

2: aqueous methanol. NaOH

3: palladium; aqueous ethanol / Hydrogenation

With sodium hydroxide; ethanol; chloroform; palladium; triethylamine;

upstream raw materials:

N^α-(N-tert-butoxycarbonyl-glycyl)-DL-tryptophan

N^α-(N,N-dibenzyl-glycyl)-DL-tryptophan

N^α-(N-trityl-glycyl)-DL-tryptophan-methyl ester

N^α-(N-benzyloxycarbonyl-glycyl)-DL-tryptophan

Downstream raw materials:

2-[2-[(E)-4-Dimethylamino-phenylimino]-2-(6-hydroxy-2,7-dimethoxy-1,4-dioxo-1,4-dihydro-carbazol-9-yl)-acetylamino]-3-(1H-indol-3-yl)-propionic acid

Refernces