N-Acetyl-D,L-homotryptophan

Base Information

• Chemical Name: N-Acetyl-D,L-homotryptophan
• CAS No.: 205813-00-9
• Molecular Formula: C₁₄H₁₆N₂O₃
• Molecular Weight: 260.293
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00370639
• Mol file: 205813-00-9.mol

Synonyms:N-Acetyl-D,L-homotryptophan;205813-00-9;2-acetamido-4-(1H-indol-3-yl)butanoic Acid;N-Acetyl-dl-homotryptophan;SCHEMBL22769512;DTXSID00370639;AKOS027447569;AB04500;FT-0661254;EN300-25002595;J-013436

Chemical Property of N-Acetyl-D,L-homotryptophan

Chemical Property:

• Appearance/Colour: Off-white solid
• Melting Point: 112-113 °C
• Boiling Point: 586.9 °C at 760 mmHg
• Flash Point: 308.7 °C
• PSA: 82.19000
• Density: 1.29 g/cm³
• LogP: 2.08070
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 260.11609238
• Heavy Atom Count: 19
• Complexity: 346

Purity/Quality:

98%Min ^*data from raw suppliers

N-Acetyl-D,L-homotryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(CCC1=CNC2=CC=CC=C21)C(=O)O

Technology Process of N-Acetyl-D,L-homotryptophan

There total 4 articles about N-Acetyl-D,L-homotryptophan 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: 56.0%

diethyl 2-(2-(1H-indol-3-yl)ethyl)-2-acetamidomalonate (351421-21-1) → 2-acetamido-4-(1H-indol-3-yl)butanoic acid (205813-00-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 15h; Reflux;

DOI:10.1016/j.abb.2014.07.027

Reference yield:

3-(2-bromoethyl)-1H-indole (3389-21-7) → 2-acetamido-4-(1H-indol-3-yl)butanoic acid (205813-00-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium ethylate; ethanol

2: aqueous NaOH

3: H₂O

With sodium hydroxide; ethanol; water; sodium ethanolate;

DOI:10.1021/ja01185a094

Reference yield:

acetylamino-(2-indol-3-yl-ethyl)-malonic acid (408537-42-8) → 2-acetamido-4-(1H-indol-3-yl)butanoic acid (205813-00-9)

Guidance literature:

With water;

DOI:10.1021/ja01185a094

upstream raw materials:

acetylamino-(2-indol-3-yl-ethyl)-malonic acid

3-(2-bromoethyl)-1H-indole

diethyl 2-(2-(1H-indol-3-yl)ethyl)-2-acetamidomalonate

2-(3-indole)-ethanol

Downstream raw materials:

2-amino-4-indol-3-yl-butyric acid

L-homotryptophan

Refernces