153052-71-2

Upstream product

• 153052-70-1 benzyl N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactate 
• 7622-21-1 (R)-benzyl mandelate 
• 53363-89-6 N-t-butoxycarbonyl-N-methyl-L-leucine 

Downstream Products

• 133413-70-4 8,20-dibenzyl-5,11,17,23-tetraisobutyl-2,4,10,14,16,22-hexamethyl-1,7,13,19-tetraoxa-4,10,16,22-tetraaza-cyclotetracosan-3,6,9,12,15,18,21,24-octaone 
• 153052-74-5 benzyl N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactate 
• 160518-08-1 benzyl N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactate 
• 153052-77-8 N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactic acid 
• 153052-73-4 benzyl N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactate 
• 133413-70-4 PF1022A antipode 
• 259093-40-8 C₆₂H₉₀N₆O₁₅ 
• 259093-41-9 C₅₇H₈₂N₆O₁₃ 
• 259093-42-0 C₅₀H₇₆N₆O₁₃ 
• 153052-72-3 N-Boc-N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactic acid 
• 187851-83-8 (S)-1-{(R)-2-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-3-phenyl-propionyl}-piperidine-2-carboxylic acid (R)-1-benzyloxycarbonyl-ethyl ester 

Relevant academic research and scientific papers

Segment solid-phase total synthesis of the anthelmintic cyclooctadepsipeptides PF1022A and emodepside

Cyclodepsipeptides of the enniation, PF1022 and verticilide families represent a diverse class of highly interesting natural products with respect to their manifold biological activities. However, until now, no practicable solid-phase syntheses of these compounds have been accomplished, probably due to the problematic combination of N-methyl amino acids and hydroxycarboxylic acids. We report herein an efficient synthesis of the anthelmintic PF1022A and its commercial analogue emodepside on Kaiser and Wang resins. Our protocol provides the basis for the solid-phase synthesis of cyclodepsipeptide libraries with a high probability of anthelmintic, antibacterial or insecticidal activity.

Azadepsipeptides: Synthesis and evaluation of a novel class of peptidomimetics

A general route to azadepsipeptides, a new class of pseudopeptides, has been established. The methodology was applied to the synthesis of a bis-aza analogue of the antiparasitic cyclooctadepsipeptide PF1022A. Comparison of the X-ray crystal structures of natural PF1022A (8) and the chimeric aza analogue 9 revealed that the introduction of nitrogen in the backbone of PF1022A results in almost complete conservation of the 3D structure with only minor deviations at the new nitrogen positions.