cis-2,3-Diphenylaziridine

Base Information

• Chemical Name: cis-2,3-Diphenylaziridine
• CAS No.: 1605-06-7
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.264
• NSC Number: 42447
• DSSTox Substance ID: DTXSID901312384
• Nikkaji Number: J789.454F
• Mol file: 1605-06-7.mol

Synonyms:cis-2,3-Diphenylaziridine;cis-Stilbenimine;NSC 42447;CCRIS 2078;cis-Stilbene imine;1605-06-7;BRN 0082734;AZIRIDINE, 2,3-DIPHENYL-, cis-;trans-Stilbenimine;trans-2,3-Diphenylaziridine;5-20-08-00085 (Beilstein Handbook Reference);25125-72-8;2beta,3beta-Diphenylaziridine;Aziridine,3-diphenyl-, cis-;SCHEMBL10376420;DTXSID901312384;(2R,3S)-2,3-Diphenyl-aziridine;NSC42447;NSC-42447;LS-23246

Chemical Property of cis-2,3-Diphenylaziridine

Chemical Property:

• Vapor Pressure: 0.000657mmHg at 25°C
• Boiling Point: 309°C at 760 mmHg
• Flash Point: 147°C
• Density: 1.099g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(N2)C3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)[C@H]2[C@H](N2)C3=CC=CC=C3

Technology Process of cis-2,3-Diphenylaziridine

There total 34 articles about cis-2,3-Diphenylaziridine 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: 89.0%

(1R,2S)-2-Amino-1,2-diphenylethanol (23190-16-1) → (-)-(2S,3S)-2,3-diphenylaziridine (1605-06-7,25125-72-8,26114-25-0,133522-23-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1039/c2cc31907a

Reference yield: 82.0%

cis-2,3-diphenyl-N-[(trifluoromethyl)sulfonyl]aziridine (957188-81-7) → cis-2,3-diphenylaziridine (1605-06-7,855419-50-0)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In toluene; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol201868n

Reference yield: 82.0%

(1R,2S)-2-azido-1,2-diphenylethan-1-ol (133522-22-2) → (-)-(2S,3S)-2,3-diphenylaziridine (1605-06-7,25125-72-8,26114-25-0,133522-23-3)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; Heating;

DOI:10.3891/acta.chem.scand.53-0263

upstream raw materials:

L_g-threo-α'-chloro-bibenzyl-α-ylamine

D_g-threo-α'-chloro-bibenzyl-α-ylamine

(+/-)-threo-α'-chloro-bibenzylyl-(α)-amine

Ethyl N-(2-chloro-1,2-diphenylethyl)carbamate

Downstream raw materials:

N-Methyl-3-phenylethynyl-2,4,5-triphenylpyrrole

bis(cisdiphenyl-2,3 aziridine)-1,1' carbonyle

2,5-Diphenyl-3-(phenylseleno)pyrrolidin

2,4,5,2',4',5'-Hexaphenyl-2,5,2',5'-tetrahydro-1H,1'H-[3,3']bipyrrolyl

Refernces

• 1、 Baumgarten et al.. "-". . p. 459,460,462. Retrieved 1960.
• 2、 -. "Chiral sulfide - phosphine ligand and preparation method and use thereof". Paragraph 0059; 0069; 0079; 0089; 0099; 0109; 0120. . Retrieved 2017/08/25.
• 3、 Chen, Li-Yan,Chen, Jia-Rong,Cheng, Hong-Gang,Lu, Liang-Qiu,Xiao, Wen-Jing. "Enantioselective synthesis of tetrahydrofuran derivatives by sequential henry reaction and iodocyclization of γ,δ-unsaturated alcohols". supporting information. p. 4714 - 4719. Retrieved 2014/08/05.