Simple and stereospecific homologation of urethane-protected alpha-amino acids to their higher homologs using HBTU.
A simple, efficient and stereospecific approach for the homologation of urethane-protected alpha-amino acids to beta-amino acids by the Arndt-Eistert method employing Fmoc-/Boc-alpha-amino acid and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyl-uronium hexafluorophosphate mixture for the acylation of diazomethane synthesizing the key intermediates Fmoc-/Boc-alpha-aminodiazomethanes as crystalline solids is described.
Vasanthakumar
G-R
GR
Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr B.R. Ambedkar Veedhi, Bangalore 560 001, Karnataka, India.
Babu
V V S
VV
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D005449:Fluorenes; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry; D014508:Urea / Q000031:analogs & derivatives* / Q000737:chemistry; D014520:Urethane / Q000737:chemistry
D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D014230:Triazoles; D014520:Urethane; D014508:Urea; C074712:2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate