D-Tryptophan, N-((5-(2-(4-methylphenyl)ethynyl)-2-thienyl)sulfonyl)-

Base Information

• Chemical Name: D-Tryptophan, N-((5-(2-(4-methylphenyl)ethynyl)-2-thienyl)sulfonyl)-
• CAS No.: 203640-27-1
• Deprecated CAS: 193809-34-6,229165-65-5,850468-45-0
• Molecular Formula: C24H20N2O4S2
• UNII: BK459F050X
• DSSTox Substance ID: DTXSID20174292
• Nikkaji Number: J1.119.150I
• Wikidata: Q27274720
• NCI Thesaurus Code: C2671
• Pharos Ligand ID: 4J9H76ZK18BQ
• Metabolomics Workbench ID: 153192
• ChEMBL ID: CHEMBL297792
• Mol file: 203640-27-1.mol

Synonyms:S 3304;S-3304;S3304 cpd

Chemical Property of D-Tryptophan, N-((5-(2-(4-methylphenyl)ethynyl)-2-thienyl)sulfonyl)-

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 464.08644947
• Heavy Atom Count: 32
• Complexity: 835

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C#CC2=CC=C(S2)S(=O)(=O)NC(CC3=CNC4=CC=CC=C43)C(=O)O
• Isomeric SMILES: CC1=CC=C(C=C1)C#CC2=CC=C(S2)S(=O)(=O)N[C@H](CC3=CNC4=CC=CC=C43)C(=O)O
• Recent ClinicalTrials: Study of S-3304 in Patients With Locally Advanced Non-Small Cell Lung Cancer

Technology Process of D-Tryptophan, N-((5-(2-(4-methylphenyl)ethynyl)-2-thienyl)sulfonyl)-

There total 7 articles about D-Tryptophan, N-((5-(2-(4-methylphenyl)ethynyl)-2-thienyl)sulfonyl)- 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: 70.0%

(R)-2-(5-bromo-thiophene-2-sulfonylamino)-3-(1H-indol-3-yl)propionic acid (203640-36-2) + 4-n-methylphenylacetylene (766-97-2) → S-3304 (203640-27-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; copper(I) bromide; In N,N-dimethyl-formamide; at 120 ℃; for 6h; Automated microflow system;

DOI:10.1016/j.tetlet.2009.08.089

Reference yield:

C15H13BrN2O4S2 + 4-n-methylphenylacetylene (766-97-2) → 3-(1H-Indol-3-yl)-2-(5-p-tolylethynylthiophene-2-sulfonylamino)propionic acid (203640-27-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 15h; Inert atmosphere;

Reference yield:

(R)-3-(1H-Indol-3-yl)-2-(5-p-tolylethynyl-thiophene-2-sulfonylamino)-propionic acid methyl ester → S-3304 (203640-27-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 60 ℃;

DOI:10.1021/jm9707582

upstream raw materials:

(R)-2-(5-Bromo-thiophene-2-sulfonylamino)-3-(1H-indol-3-yl)-propionic acid methyl ester

4-n-methylphenylacetylene

(R)-2-(5-bromo-thiophene-2-sulfonylamino)-3-(1H-indol-3-yl)propionic acid

D-tryptophan