162553-97-1

Basic information

• Product Name: N-Cbz-D-Threonyl-L-alanine tert-butyl ester
• CAS NO: 162553-97-1
• Molecular Weight: 380.441
• Mol File: 162553-97-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Cbz-D-Threonyl-L-alanine tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cbz-D-Threonyl-L-alanine tert-butyl ester(162553-97-1)
• EPA Substance Registry System: N-Cbz-D-Threonyl-L-alanine tert-butyl ester(162553-97-1)

Safety Data

• Hazardous Substances Data: 162553-97-1(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 13404-22-3 tert-butyl L-alaninate hydrochloride 
• 5618-95-1 (2R,3S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid 

Downstream Products

• 162553-92-6 N-Cbz-L-alanyl-D-allo-threonyl-L-alanine tert-butyl ester 
• 162678-97-9 N-Cbz-L-Alanyl-D-threonyl-L-alanine tert-butyl ester 
• 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 
• 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 
• 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 

Relevant articles and documents

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.