4-[5-[[2-(Azepan-1-yl)-5-cyano-1-ethyl-4-methyl-6-oxopyridin-3-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid

Base Information

• Chemical Name: 4-[5-[[2-(Azepan-1-yl)-5-cyano-1-ethyl-4-methyl-6-oxopyridin-3-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
• CAS No.: 7063-95-8
• Molecular Formula: C23H28N4O4S2
• Molecular Weight: 57.0519
• DSSTox Substance ID: DTXSID50414395
• Mol file: 7063-95-8.mol

Synonyms:4-[5-[[2-(azepan-1-yl)-5-cyano-1-ethyl-4-methyl-6-oxopyridin-3-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid;7063-95-8;AC1NRD89;DTXSID50414395

Chemical Property of 4-[5-[[2-(Azepan-1-yl)-5-cyano-1-ethyl-4-methyl-6-oxopyridin-3-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid

Chemical Property:

• Vapor Pressure: 1.52E-13mmHg at 25°C
• Boiling Point: 549.9°Cat760mmHg
• Flash Point: 286.4°C
• PSA: 164.03000
• Density: 1.4g/cm³
• LogP: 3.49758
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 488.15519773
• Heavy Atom Count: 33
• Complexity: 1010

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=C(C(=C(C1=O)C#N)C)C=C2C(=O)N(C(=S)S2)CCCC(=O)O)N3CCCCCC3

Technology Process of 4-[5-[[2-(Azepan-1-yl)-5-cyano-1-ethyl-4-methyl-6-oxopyridin-3-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid

There total 6 articles about 4-[5-[[2-(Azepan-1-yl)-5-cyano-1-ethyl-4-methyl-6-oxopyridin-3-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid 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:

3-Methyl-2-(4-nitrophenyl)-2H-azirine → 4-nitrobenzaldehdye (555-16-8) + acetonitrile-N-oxide (7063-95-8)

Guidance literature:

With oxygen; at -263.15 ℃;

DOI:10.1039/b102384p

Reference yield:

acetohydroxamic acid → methanol (67-56-1) + carbon monoxide (201230-82-2) + acetohydroxamic acid + methyl isocyanate (624-83-9) + acetonitrile-N-oxide (7063-95-8)

Guidance literature:

Irradiation;

DOI:10.1021/acs.jpca.7b09461

Reference yield:

acetonitrile (75-05-8,26809-02-9) → methyl isocyanate (624-83-9) + glycolonitrile (107-16-4) + acetonitrile-N-oxide (7063-95-8) + hydroxyacetonitrile-acetonitrile complex

Guidance literature:

With ozone; at -258.2 ℃; Product distribution; Mechanism; Irradiation; solid Argon matrix;

DOI:10.1021/j100339a015

upstream raw materials:

L-alanin

bromamine T

sodium nitroethane

p-toluenesulfonyl chloride

Downstream raw materials:

1-(3-methyl-4,5-dihydro-isoxazol-5-yl)-ethanone

(4-methoxyphenyl)(3-methyl-4,5-dihydroioxazol-5-yl)methanone

2-Hydroxyimino-4-phenyl-but-3-in

Acetanilidoxim

Refernces

Selective nitrile oxide dipolar cycloaddition for the synthesis of highly functionalized β-aminocyclohexanecarboxylate stereoisomers

10.1016/j.tet.2012.09.085

This research aims to synthesize highly functionalized β-aminocyclohexanecarboxylate stereoisomers from a bicyclic β-lactam through selective nitrile oxide dipolar cycloaddition. The process involves successive regioselective iodolactonization, stereo- and regioselective nitrile oxide cycloaddition, lactone ring-opening, and isoxazoline ring-opening. Key chemicals used include N-Boc-protected amino acids, NaHCO?, KI, I? for iodolactonization, DBU for dehydroiodination, NaOEt for lactone ring-opening, and acetonitrile N-oxide generated from nitroethane, di-tert-butoxycarbonylanhydride (Boc?O), and dimethylaminopyridine (DMAP) for cycloaddition. The study concludes that the rigid ring framework in unsaturated bicyclic amino lactones significantly enhances the reactivity of the C=C double bond compared to hydroxylated cyclohexene amino esters, leading to successful regio- and stereoselective cycloaddition. The synthesized compounds, with multiple stereocenters, are promising β-amino acid analogues of bioactive compounds like Tamiflu and Zanamivir.