162553-91-5

Upstream product

• 21160-83-8 N_α,N_ε-bis(carbobenzyloxy)-L-lysine N-hydroxysuccinimide ester 
• 162553-93-7 β-Benzyl D-threo-β-hydroxyaspartate 
• 100-51-6 benzyl alcohol 
• 405-39-0 N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine 

Downstream Products

• 162553-90-4 (Bis-N,N'-(Cbz)-L-lysyl-D-threo-β-hydroxyaspartyl β-benzyl ester)-L-alanyl-D-allo-threonyl-L-alanyl-δ-N-(benzyloxy)-D-cycloornithine 
• 1025955-33-2 (2R,3R)-3-((S)-2,6-Bis-benzyloxycarbonylamino-hexanoylamino)-N-{(S)-1-[(1R,2R)-1-((S)-1-carboxy-ethylcarbamoyl)-2-hydroxy-propylcarbamoyl]-ethyl}-2-hydroxy-succinamic acid benzyl ester 
• 162553-94-8 (Bis-N,N'-(Cbz)-L-lysyl-D-threo-β-hydroxyaspartyl β-benzyl ester)-L-alanyl-D-allo-threonyl-L-alanine tert-butyl ester 

Relevant academic research and scientific papers

Synthesis of the Peptide Fragment of Pseudobactin

Synthesis of the peptide fragment, L-Lys-D-threo-β-OH-Asp-L-Ala-D-allo-Thr-L-Ala-N-OH-D-cOrn, of pseudobactin (2) is reported.By utilizing 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline (EEDQ) as a coupling reagent, peptide bonds were constructed without requiring protection of hydroxyl groups.To access the D-allo-Thr residue in the peptide fragment of pseudobactin, the Thr residue in N-Cbz-L-Ala-D-Thr-L-Ala-O-t-Bu (4b) was converted to a peptidyl oxazoline using Burgess' reagent.Hydrolysis of the oxazoline with 1 N HCl followed by base-catalyzed acyl migration then provided the D-allo-Thr analog 4a.