119461-40-4

Basic information

• Product Name: (S)-1-Tosyl-2-methylaziridine
• Synonyms: (S)-1-Tosyl-2-methylaziridine;(S)-2-Methyl-1-[(4-methylphenyl)sulfonyl]aziridine
• CAS NO: 119461-40-4
• Molecular Formula: C₁₀H₁₃NO₂S
• Molecular Weight: 211.28
• Product Categories: Chiral Reagents;Heterocycles;Sulfur & Selenium Compounds
• Mol File: 119461-40-4.mol
• Article Data: 20

Chemical Properties

• Melting Point: 56-58 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Boiling Point: 326.2°C at 760 mmHg
• Flash Point: 151.1°C
• Appearance: /
• Density: 1.258g/cm³
• Vapor Pressure: 0.00022mmHg at 25°C
• Refractive Index: 1.58
• Solubility: Chloroform, Dichloromethane, Methanol
• PKA: -6.39±0.40(Predicted)
• CAS DataBase Reference: (S)-1-Tosyl-2-methylaziridine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-Tosyl-2-methylaziridine(119461-40-4)
• EPA Substance Registry System: (S)-1-Tosyl-2-methylaziridine(119461-40-4)

Safety Data

• Hazardous Substances Data: 119461-40-4(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Uses

(S)-1-Tosyl-2-methylaziridine (cas# 119461-40-4) is a compound useful in organic synthesis.

InChI:InChI=1/C10H13NO2S/c1-8-3-5-10(6-4-8)14(12,13)11-7-9(11)2/h3-6,9H,7H2,1-2H3/t9-,11?/m0/s1

Upstream product

• 88129-44-6 (S)-N-(p-toluenesulfonyl)-2-amino-1-propyl p-toluenesulfonate 
• 2749-11-3 (S)-Alaninol 
• 98-59-9 p-toluenesulfonyl chloride 
• 59724-69-5 (S)-N-tosylalanine methyl ester 
• 4816-81-3 p-tosyl-L-alanine 
• 56-41-7 L-alanin 
• 100132-60-3 (S)-2-(toluene-4-sulfonamido)propan-1-ol 

Downstream Products

• 196520-91-9 N(CH₂CH(Me)NH(4-CH₃(C₆H₄)SO₂))3 
• 1264148-57-3 (S)-methyl 2((S)-2-(4-methylphenylsulfonamido)propylamino)propanoate 
• 1264148-69-7 (S)-methyl 3-methyl-2-((S)-2-(4-methylphenylsulfonamido)propylamino)butanoate 
• 1264148-78-8 (S)-methyl 2-(N-((S)-2-(4-methylphenylsulfonamido)propyl)methylsulfonamido)propanoate 
• 1264148-90-4 C₁₇H₂₈N₂O₆S₂ 
• 1264148-99-3 N-((S)-1-(N-((S)-1-hydroxypropan-2-yl)methylsulfonamido)propan-2-yl)-4-methylbenzenesulfonamide 
• 1264149-11-2 N-((S)-1-((S)-1-hydroxy-3-methylbutan-2-ylamino)propan-2-yl)-4-methylbenzenesulfonamide 
• 1264149-20-3 (2S,5S)-2,5-dimethyl-1-(methylsulfonyl)-4-tosylpiperazine 
• 1264149-33-8 (2S,5S)-2-isopropyl-5-methyl-1-(methylsulfonyl)-4-tosylpiperazine 
• 885104-48-3 (S)-4-methyl-N-(pent-4-yn-2-yl)benzenesulfonamide 

Relevant articles and documents

A general method for the preparation of chiral TREN derivatives

A general procedure for the preparation of C3-symmetric TREN derivatives with backbone chirality has been developed. Stereo- and regioselective ring opening by ammonia of (S)-N-tosyl-2-isopropylaziridine, obtained starting from either the corre

Synthesis of Enantiopure PZM21: A Biased Agonist of the Mu-Opioid Receptor

PZM21 (1) was recently reported as a biased agonist of the mu-opioid receptor (MOR) with improved antinociceptive effects and reduced side effects compared with traditional opioid-based analgesics. The original synthesis of PZM21 with the desired (S,S) configuration required the separation of a diastereomeric mixture in the final step by using chiral HPLC. A concise synthesis of 1 has now been developed in the enantiomeric pure form starting with commercially available l-alanine and proceeding via a chiral aziridine as a key intermediate. The final product was obtained as the (S,S) diastereomer in seven steps in 22.5 % yield from l-alanine. This synthetic strategy could be readily applied to the development of PZM21 analogues at the thiophenyl position.

Cu-Catalyzed [3 + 3] Cycloaddition of Isocyanoacetates with Aziridines and Stereoselective Access to α,γ-Diamino Acids

We report herein an efficient Cu-catalyzed formal [3 + 3] cycloaddition of isocyanoacetates with readily available aziridines of different substitution patterns, which provides a practical access to valuable 1,4,5,6-tetrahydropyrimidine derivatives. In pa