139374-07-5Relevant academic research and scientific papers
Stereocontrolled synthesis of anti-α-hydroxy-β-amino and anti-α,β-diamino acid derivatives by epoxidation of 1-arylthio-1-nitroalkenes
Ambroise, Lydia,Dumez, Estelle,Szeki, Andrea,Jackson, Richard F. W.
, p. 2296 - 2308 (2007/10/03)
Epoxidation of 1-tolylthio-1-nitroalkenes containing an allylic Boc-protected amino group yields cis-oxazolidinones 13, formed by intramolecular trapping of the presumed intermediate epoxides by the carbamate group. Epoxidation of the analogous Z- or Fmoc-protected derivatives yields the corresponding syn-epoxides which, although they cannot be isolated, can be trapped with aqueous ammonia, or more efficiently benzylamine, to give stereoisomerically pure anti-α,β-diamino acid derivatives.
Stereoselective synthesis of differentially protected anti-α,β-diamino acid derivatives using arylthionitrooxiranes
Dumez,Szeki,Jackson
, p. 1214 - 1216 (2007/10/03)
Epoxidation of 1-tolylthio-1-nitroalkenes containing an allylic Z- or Fmoc-protected amino group yields the corresponding syn-epoxides which, although they cannot be isolated, can be trapped with aqueous ammonia to give stereoisomerically pure anti-α,β-diamino acid derivatives.
Dehydrooligopeptides. XVII. Practical syntheses of all of the diastereomers of N,N-protected 2,3-diaminobutanoic acids from L- and D-threonine derivatives
Nakamura,Hirai,Tamotsu,Yonezawa,Shin
, p. 1369 - 1377 (2007/10/02)
Syntheses of all of the dioctereomers of 2,3-diaminobutanoic acids, found in some pedtide antibiotics and toxins, were accomplished. The four isomers were derived mainly through two pathways including S(N)2 inversions of the β-substituent of L- or D-threonine derivatives. The various protecting groups and effective nucleophiles for the S(N)2 inversion were examined.
Facile Syntheses of (S,S)-2,3-Diaminobutyric Acid and Acid Containg N-Terminal Tripeptide of Antrimycins
Nakamura, Yutaka,Shin, Chung-gi
, p. 49 - 52 (2007/10/02)
The stereoselective synthesis of (S,S)-2,3-diaminobutyric acid (Dab), which is one of the four uncommon α-amino acid residues of antrimycins (1a) and cirratiomycins (1b), was accomplished.Furthermore, N-terminal tripeptide segment of 1 containing Dab resi
