Diethyl 2-acetamido-2-[2-(1H-indol-3-yl)ethyl]propanedioate

Base Information

• Chemical Name: Diethyl 2-acetamido-2-[2-(1H-indol-3-yl)ethyl]propanedioate
• CAS No.: 351421-21-1
• Molecular Formula: C₁₉H₂₄N₂O₅
• Molecular Weight: 360.41
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10408952
• Wikidata: Q82214573
• Mol file: 351421-21-1.mol

Synonyms:Diethyl 2-acetamido-2-[2-(1H-indol-3-yl)ethyl]propanedioate;N-ACETYL-G-CARBETHOXY HOMOTRYPTOPHAN, ETHYL ESTER;DTXSID10408952;AKOS030240399;FT-0661185;J-019959;N-Acetyl- gamma -carbethoxy Homotryptophan Ethyl Ester

Chemical Property of Diethyl 2-acetamido-2-[2-(1H-indol-3-yl)ethyl]propanedioate

Chemical Property:

• Vapor Pressure: 1.52E-13mmHg at 25°C
• Melting Point: 157 °C
• Refractive Index: 1.568
• Boiling Point: 582.2 °C at 760 mmHg
• Flash Point: 305.9 °C
• PSA: 97.49000
• Density: 1.216 g/cm³
• LogP: 2.66340
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Warm Ethanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 360.16852187
• Heavy Atom Count: 26
• Complexity: 504

Purity/Quality:

98%min ^*data from raw suppliers

N-Acetyl-γ-carbethoxyHomotryptophanEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 2-acetamido-2-[2-(1H-indol-3-yl)ethyl]propanedioate

There total 1 articles about Diethyl 2-acetamido-2-[2-(1H-indol-3-yl)ethyl]propanedioate 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: 40.0%

3-(2-bromoethyl)-1H-indole (3389-21-7) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → diethyl 2-(2-(1H-indol-3-yl)ethyl)-2-acetamidomalonate (351421-21-1)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With sodium; In ethanol; at 0 ℃; for 0.5h;

3-(2-bromoethyl)-1H-indole; In ethanol; for 15h; Inert atmosphere; Reflux;

DOI:10.1016/j.abb.2014.07.027

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:

diethyl 2-(2-(1H-indol-3-yl)ethyl)-2-acetamidomalonate (351421-21-1) → 2-amino-4-indol-3-yl-butyric acid (6245-92-7,26988-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aqueous NaOH

2: H₂O

3: aqueous NaOH

With sodium hydroxide; water;

DOI:10.1021/ja01185a094

upstream raw materials:

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

2-acetylaminomalonic acid diethyl ester

Downstream raw materials:

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

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

2-acetamido-4-(1H-indol-3-yl)butanoic acid

L-homotryptophan