20275-13-2

Basic information

• Product Name: methyl (2S,4S)-4-azido-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate
• Synonyms: methyl (2S,4S)-4-azido-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate
• CAS NO: 20275-13-2
• Molecular Weight: 324.36
• Mol File: 20275-13-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl (2S,4S)-4-azido-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S,4S)-4-azido-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate(20275-13-2)
• EPA Substance Registry System: methyl (2S,4S)-4-azido-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate(20275-13-2)

Safety Data

• Hazardous Substances Data: 20275-13-2(Hazardous Substances Data)

Upstream product

• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 51-35-4 4R-4-hydroxyproline 
• 1076189-60-0 methyl (2S,4R)-4-((methylsulfonyl)oxy)-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate 
• 98-59-9 p-toluenesulfonyl chloride 
• 20275-18-7 N--trans-4-hydroxy-L-proline 
• 16257-73-1 N,O-ditosyl-trans-4-hydroxy-L-proline methyl ester 

Downstream Products

• 1350470-17-5 (2S,4S)-methyl 4-(4-(4-cyanophenyl)-1H-1,2,3-triazol-1-yl)-1-tosylpyrrolidine-2-carboxylate 
• 81519-89-3 methyl (2S,4S)-4-amino-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate 

Relevant articles and documents

Trans-4-aminoproline, a phytotoxic metabolite with herbicidal activity produced by Ascochyta caulina

A phytotoxic metabolite, characterized through NMR techniques and synthetic methods as trans-4-aminoproline, was isolated from the culture filtrates of Ascochyta caulina, a promising mycoherbicide for biological control of Chenopodium album. The metabolite, which shows interesting phytotoxic properties, together with ascaulitoxin (recently characterized as N2-β-D-glucoside of the unusual bis-amino acid 2,4,7-triamino-5- hydroxyoctandioc acid) and another unidentified compound, compose an active fraction of A. caulina culture filtrates with promising herbicidal properties. When assayed on leaves of host and non host dicots, including wild and cultivated plants, the trans-4-aminoproline showed a wide range of toxicity, with leaves of C. album being the most sensitive. Other interesting aspects were its inefficacy on several monocots, both cultivated and wild, and its lack of antifungal, antibiotic and zootoxic activities. This is the first report on trans-4-aminoproline as naturally occurring compound and phytotoxic metabolite produced by A. caulina. (C) 2000 Elsevier Science Ltd.