Aziridine, 1-[(4-nitrophenyl)sulfonyl]-2-phenyl-, (2R)-

Base Information

• Chemical Name: Aziridine, 1-[(4-nitrophenyl)sulfonyl]-2-phenyl-, (2R)-
• CAS No.: 194156-25-7
• Molecular Formula: C14H12N2O4S
• Molecular Weight: 304.326
• DSSTox Substance ID: DTXSID80457058
• Nikkaji Number: J871.027I
• Mol file: 194156-25-7.mol

Synonyms:Aziridine, 1-[(4-nitrophenyl)sulfonyl]-2-phenyl-, (2R)-;194156-25-7;DTXSID80457058;1-(4-Nitrophenylsulfonyl)-2alpha-phenylaziridine

Chemical Property of Aziridine, 1-[(4-nitrophenyl)sulfonyl]-2-phenyl-, (2R)-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 304.05177804
• Heavy Atom Count: 21
• Complexity: 482

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(N1S(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-])C3=CC=CC=C3
• Isomeric SMILES: C1[C@H](N1S(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-])C3=CC=CC=C3

Technology Process of Aziridine, 1-[(4-nitrophenyl)sulfonyl]-2-phenyl-, (2R)-

There total 12 articles about Aziridine, 1-[(4-nitrophenyl)sulfonyl]-2-phenyl-, (2R)- 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: 75.0%

N-((R)-2-Hydroxy-1-phenyl-ethyl)-4-nitro-benzenesulfonamide (194156-32-6) → (R)-1-(p-nitrobenzenesulfonyl)-2-phenylaziridine (194156-25-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 15 min, 2 deg C and 20 deg C, 16 h;

DOI:10.1016/S0040-4039(97)01157-X

Reference yield: 20.1%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + [N-(nosyl)imino]phenyliodinane (149552-43-2) → benzaldehyde (100-52-7) + (R)-1-(p-nitrobenzenesulfonyl)-2-phenylaziridine (194156-25-7) + (S)-1-(4-nitrobenzenesulfonyl)-2-phenyl aziridine (194156-28-0)

Guidance literature:

With air; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); copper-exchanged zeolite Y; In acetonitrile; at 25 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1039/b104522a

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + [N-(p-nitrophenylsulfonyl)imino]phenyliodinane (149552-43-2) → benzaldehyde (100-52-7) + (R)-1-(p-nitrobenzenesulfonyl)-2-phenylaziridine (194156-25-7) + (S)-1-(4-nitrobenzenesulfonyl)-2-phenyl aziridine (194156-28-0)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); In acetonitrile; at 25 ℃; for 12h; Further Variations:; Reagents; Product distribution;

DOI:10.1039/b411040b

upstream raw materials:

styrene

[N-(nosyl)imino]phenyliodinane

N-((R)-2-Hydroxy-1-phenyl-ethyl)-4-nitro-benzenesulfonamide

p-nitrobenzenesulfonamide

Downstream raw materials:

4-nitro-N-(2-phenyl-2-(2,4,6-trimethoxyphenyl)ethyl)benzenesulfonamide

(R)-2-amino-1-(4-nitrophenylsulfonyl)-4-phenyl-4,5-dihydro-1H-pyrrole-3-carbonitrile

(3R,4S)-ethyl 1-(4-nitrophenylsulfonyl)-2-oxo-4-phenylpyrrolidine-3-carboxylate

(S)-diethyl 2-(2-(4-nitrophenylsulfonamido)-1-phenylethyl) malonate