1619261-23-2

Basic information

• Product Name: (S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate
• Synonyms: (S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate
• CAS NO: 1619261-23-2
• Molecular Weight: 341.428
• Mol File: 1619261-23-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate(1619261-23-2)
• EPA Substance Registry System: (S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate(1619261-23-2)

Safety Data

• Hazardous Substances Data: 1619261-23-2(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 98-59-9 p-toluenesulfonyl chloride 
• 128427-10-1 (S)-2-(tert-butoxycarbonylamino)-1,4-butanediol 

Downstream Products

• 1619261-28-7 (R)-3-(tert-butoxycarbonyl)-2,2,2-trifluoro-acetamido-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate 
• 1619261-36-7 (R)-4-(3-methoxybenzyl)-1,3-oxazinan-2-one 
• 1619261-38-9 (R)-tert-butyl 4-hydroxy-1-(3-methoxy-phenyl)butan-2-ylcarbamate 
• 1619261-32-3 (R)-tert-butyl 4-iodo-1-(3-methoxyphenyl)-butan-2-yl(2,2,2-trifluoroacetyl)carbamate 
• 1619261-25-4 (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate 

Relevant articles and documents

Synthesis of Aminomethylene- gem-bisphosphonates Containing an Aziridine Motif: Studies of the Reaction Scope and Insight into the Mechanism

A broad range of N-carbamoylaziridines were obtained and then treated by the diethyl phosphonate anion to afford α-methylene-gem-bisphosphonate aziridines. Study of the reaction's scope and additional experiments indicates that the transformation proceeds via a new mechanism involving the chelation of lithium ion. This last step is crucial for the reaction to occur and disfavors the aziridine ring-opening. A phosphonate-phosphate rearrangement from a α-hydroxybisphosphonate aziridine intermediate is also proposed for the first time. This reaction provides a simple and convenient method for the synthesis of a highly functionalized phosphonylated aziridine motif.

Synthesis of (S)-2-amino-7-methoxytetralin and isoindolo[1,2-a] isoquinolinone derivatives from l-aspartic acid

This paper describes a new total synthesis for (S)-2-amino-7- methoxytetralin, (S)-7-MeO-AT, from l-aspartic acid in an overall yield of 10% over nine steps. The major loss was ascribed to a key intramolecular Friedel-Crafts cyclization step, which afforded up to 36% yield. Attempts to perform a Friedel-Crafts cyclization of an intermediate phthalimide protected amino alcohol 13 did not give the desired protected (S)-7-MeO-AT. On the other hand, two new isoindolo[1,2-a]isoquinolinone derivatives 14 and 15, were isolated in 21 and 11% yield, respectively. The yield of 15 was improved to 70%.