Propanedioic acid, (acetylamino)((5-methoxy-1H-indol-3-yl)methyl)-, diethyl ester

Base Information

• Chemical Name: Propanedioic acid, (acetylamino)((5-methoxy-1H-indol-3-yl)methyl)-, diethyl ester
• CAS No.: 54744-69-3
• Molecular Formula: C19H24N2O6
• Molecular Weight: 376.4037
• DSSTox Substance ID: DTXSID30203204
• Wikidata: Q83076554
• Mol file: 54744-69-3.mol

Synonyms:BRN 0354421;Propanedioic acid, (acetylamino)((5-methoxy-1H-indol-3-yl)methyl)-, diethyl ester;Diethyl (acetylamino)((5-methoxy-1H-indol-3-yl)methyl)propanedioate;54744-69-3;diethyl (acetylamino)[(5-methoxy-1H-indol-3-yl)methyl]propanedioate;SCHEMBL19766758;DTXSID30203204;C19H24N2O6;STK249663;AKOS005422973;LS-120058

Chemical Property of Propanedioic acid, (acetylamino)((5-methoxy-1H-indol-3-yl)methyl)-, diethyl ester

Chemical Property:

• Vapor Pressure: 2.06E-13mmHg at 25°C
• Boiling Point: 579.2°Cat760mmHg
• Flash Point: 304.1°C
• Density: 1.239g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 376.16343649
• Heavy Atom Count: 27
• Complexity: 534

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CNC2=C1C=C(C=C2)OC)(C(=O)OCC)NC(=O)C

Technology Process of Propanedioic acid, (acetylamino)((5-methoxy-1H-indol-3-yl)methyl)-, diethyl ester

There total 3 articles about Propanedioic acid, (acetylamino)((5-methoxy-1H-indol-3-yl)methyl)-, diethyl ester 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: 98.0%

5-methoxygramine (16620-52-3) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → acetylamino-(5-methoxy-indol-3-ylmethyl)-malonic acid diethyl ester (54744-69-3)

Guidance literature:

With sodium hydroxide; In toluene; for 18h; Reflux;

Reference yield:

5-methoxylindole (1006-94-6) → acetylamino-(5-methoxy-indol-3-ylmethyl)-malonic acid diethyl ester (54744-69-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid

2: sodium ethylate; dimethyl sulfate; ethanol

With ethanol; sodium ethanolate; acetic acid; dimethyl sulfate;

Reference yield:

→ acetylamino-(5-methoxy-indol-3-ylmethyl)-malonic acid diethyl ester (54744-69-3)

Guidance literature:

5-Methoxy-3-dimethyl-aminomethyl-indol, Acetamino-malonsaeure-diethylester, ethanol. Natriumethylat-Lsg. (Siedetemp.), ethanol. Ethyliodidlsg.; allm. Eintropfen und 6h Kochen;

upstream raw materials:

5-methoxygramine

2-acetylaminomalonic acid diethyl ester

5-methoxylindole

Downstream raw materials:

N^α-acetyl-5-methoxy-D,L-tryptophan

acetylamino-(5-methoxy-indol-3-ylmethyl)-malonic acid

N^α-acetyl-5-methoxy-L-tryptophan