title: A facile synthesis and crystallographic analysis of N-protected β-amino alcohols and short peptaibols.
abstract: A facile, efficient and racemization-free method for the synthesis of N-protected β-amino alcohols and peptaibols using N-hydroxysuccinimide active esters is described. Using this method, dipeptide, tripeptide and pentapeptide alcohols were isolated in high yields. The conformations in crystals of β-amino alcohol, dipeptide and tripeptide alcohols were analysed, with a well-defined type III β-turn being observed in the tripeptide alcohol crystals. This method is found to be compatible with Fmoc-, Boc- and other side-chain protecting groups.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research, Garware Circle, Pashan, Pune 411021, India.
authors.forename: Sandip V
authors.initials: SV
authors.lastname: Jadhav
authors.forename: Anupam
authors.initials: A
authors.lastname: Bandyopadhyay
authors.forename: Sushil N
authors.initials: SN
authors.lastname: Benke
authors.forename: Sachitanand M
authors.initials: SM
authors.lastname: Mali
authors.forename: Hosahudya N
authors.initials: HN
authors.lastname: Gopi
mesh_terms: D000605:Amino Alcohols / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D054848:Peptaibols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000605:Amino Alcohols; D054848:Peptaibols