Methionine, N-((5-bromo-3-indolyl)oxalyl)-, ethyl ester

Base Information

• Chemical Name: Methionine, N-((5-bromo-3-indolyl)oxalyl)-, ethyl ester
• CAS No.: 117196-96-0
• Molecular Formula: C₁₇H₁₉BrN₂O₄S
• Molecular Weight: 427.319
• DSSTox Substance ID: DTXSID10151719
• Wikidata: Q76280521
• Mol file: 117196-96-0.mol

Synonyms:BRN 5996438;Methionine, N-((5-bromo-3-indolyl)oxalyl)-, ethyl ester;N-(5-Bromoindol-3-ylglyoxylyl)methionine ethyl ester;117196-96-0;N-((5-Bromo-1H-indol-3-yl)oxoacetyl)methionine ethyl ester;DL-Methionine, N-((5-bromo-1H-indol-3-yl)oxoacetyl)-, ethyl ester;C17H19BrN2O4S;DTXSID10151719;C17-H19-Br-N2-O4-S

Chemical Property of Methionine, N-((5-bromo-3-indolyl)oxalyl)-, ethyl ester

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.479g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 426.02489
• Heavy Atom Count: 25
• Complexity: 505

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCSC)NC(=O)C(=O)C1=CNC2=C1C=C(C=C2)Br
• Isomeric SMILES: CCOC(=O)[C@H](CCSC)NC(=O)C(=O)C1=CNC2=C1C=C(C=C2)Br

Technology Process of Methionine, N-((5-bromo-3-indolyl)oxalyl)-, ethyl ester

There total 1 articles about Methionine, N-((5-bromo-3-indolyl)oxalyl)-, ethyl 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: 70.2%

L-methionine ethyl ester monohydrochloride (2899-36-7) + 2-(5-bromo-1H-indol-3-yl)-2-oxoacetyl chloride (63843-81-2) → (S)-2-[2-(5-Bromo-1H-indol-3-yl)-2-oxo-acetylamino]-4-methylsulfanyl-butyric acid ethyl ester (117196-96-0)

Guidance literature:

With triethylamine; In benzene; 1) 24 h, RT, 2) 2 h, reflux;

DOI:10.1016/0223-5234(88)90162-6

Reference yield: 90.7%

(S)-2-[2-(5-Bromo-1H-indol-3-yl)-2-oxo-acetylamino]-4-methylsulfanyl-butyric acid ethyl ester (117196-96-0) → (S)-2-[2-(5-Bromo-1H-indol-3-yl)-2-oxo-acetylamino]-4-methylsulfanyl-butyric acid (117197-03-2)

Guidance literature:

With sodium hydroxide; Ambient temperature;

DOI:10.1016/0223-5234(88)90162-6

upstream raw materials:

L-methionine ethyl ester monohydrochloride

2-(5-bromo-1H-indol-3-yl)-2-oxoacetyl chloride

Downstream raw materials:

(S)-2-[2-(5-Bromo-1H-indol-3-yl)-2-oxo-acetylamino]-4-methylsulfanyl-butyric acid