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

Base Information

• Chemical Name: Methionine, N-((5-bromo-3-indolyl)oxalyl)-
• CAS No.: 117197-03-2
• Molecular Formula: C₁₅H₁₅BrN₂O₄S
• Molecular Weight: 399.265
• DSSTox Substance ID: DTXSID80151721
• Wikidata: Q76280529
• Mol file: 117197-03-2.mol

Synonyms:BRN 5991759;Methionine, N-((5-bromo-3-indolyl)oxalyl)-;N-(5-Bromoindol-3-ylglyoxylyl)methionine;N-((5-Bromo-1H-indol-3-yl)oxoacetyl)methionine;117197-03-2;DL-Methionine, N-((5-bromo-1H-indol-3-yl)oxoacetyl)-;C15H15BrN2O4S;DTXSID80151721;C15-H15-Br-N2-O4-S

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

Chemical Property:

• Density: 1.616g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 397.99359
• Heavy Atom Count: 23
• Complexity: 476

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 2 articles about Methionine, N-((5-bromo-3-indolyl)oxalyl)- 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: 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

Reference yield:

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 (117197-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70.2 percent / Et₃N / benzene / 1) 24 h, RT, 2) 2 h, reflux

2: 90.7 percent / 10percent aq. NaOH / Ambient temperature

With sodium hydroxide; triethylamine; In benzene;

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

upstream raw materials:

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

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