157423-40-0

Basic information

• Product Name: (S)-1-azido-2,4-O-benzylidenebutane
• Synonyms: (S)-1-azido-2,4-O-benzylidenebutane
• CAS NO: 157423-40-0
• Molecular Weight: 219.243
• Mol File: 157423-40-0.mol

Chemical Properties

• CAS DataBase Reference: (S)-1-azido-2,4-O-benzylidenebutane(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-azido-2,4-O-benzylidenebutane(157423-40-0)
• EPA Substance Registry System: (S)-1-azido-2,4-O-benzylidenebutane(157423-40-0)

Safety Data

• Hazardous Substances Data: 157423-40-0(Hazardous Substances Data)

Upstream product

• 42890-76-6 (S)-1,2,4-butanetriol 
• 100-52-7 benzaldehyde 
• 79413-94-8 (2S,4S)-2-Phenyl-4-tosyloxymethyl-1,3-dioxan 

Downstream Products

• 130239-34-8 4-Aminobutan-1,3-diol 

Relevant articles and documents

Absolute configuration of main chain of AAL-toxins

AAL-toxins TA1 1 and TA2 2, host-specific toxins produced by Alternaria alternata, were degraded to 2-methylbutanol, 3-methylnonan-1,9-diol and N-protected 4-aminobutan-1,3-diol, which were further converted to (R)-MTPA esters. These esters were correlated with synthetic samples by comparison of their 500 MHz 1H-NMR spectra. The remaining stereocenters were determined by the comparison of 1H-NMR spectra of 6a and 7 derived from 1 and 2 with those of synthetic model compounds. These data conclude that AAL-toxins possess 2S, 4S, 5R, 11S, 13S, 14R and 15R configurations.

Absolute configuration of C(1)-C(5) fragment of AAL-toxin: Conformationally rigid acyclic aminotriol moiety

Degradation of AAL-toxin 1 a host-specific phytotoxin and synthesis of model aminotriol 7a-7d allowed us to determine the absolute configuration of C(1)-C(5) fragment as 2S, 4S and 5R. Unusually rigid conformation of this acyclic fragment was also discussed.