253676-13-0

Upstream product

• 773-64-8 2-mesitylenesulphonyl chloride 
• 898550-79-3 (3R,4S)-4-Amino-5-methyl-1-trimethylsilanyl-hex-1-yn-3-ol 
• 253676-10-7 (3R,4S)-4-[N-(tert-Butoxycarbonyl)amino]-5-methyl-1-trimethylsilylhex-1-yn-3-ol 
• 79069-14-0 (S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol 
• 79069-51-5 (S)-N-tert-butoxycarbonylvalinal 

Downstream Products

• 253676-38-9 (2S,3S)-3-Isopropyl-N-(2,4,6-trimethylphenylsulfonyl)-2-(2-trimethylsilylethynyl)aziridine 
• 253676-37-8 (2S,3S)-3-Isopropyl-2-[2-(methoxycarbonyl)ethynyl]-N-(2,4,6-trimethylphenylsulfonyl)aziridine 
• 220765-48-0 (2S,3S)-2-ethynyl-3-isopropyl-N-(2,4,6-trimethyl-phenylsulfonyl)-aziridine 
• 253676-14-1 (3R,4S)-5-Methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-1-yn-3-ol 

Relevant academic research and scientific papers

Convenient syntheses of chiral 3-substituted 2-ethynylaziridines

Two convenient methods for the synthesis of chiral 2-ethynylaziridines from natural α-amino acids are described. Sodium hydride-promoted aziridination of mesylates of 4-arylsulfonylamino-2-bromoalk-2-en-1-ols yields trans-2-(1-bromovinyl)aziridines in a highly stereoselective manner, and subsequent dehydrobromination of the aziridines by potassium tert-butoxide gives separable stereoisomeric mixtures of trans- and cis-2-ethynylaziridines in enantiomerically pure forms (>98% ee). Simple synthesis of 2-ethynylaziridines with high optical purities (91-98% ee) from chiral amino alcohols bearing an ethynyl group under Mitsunobu conditions is also presented. The Royal Society of Chemistry 1999.