153052-70-1

Basic information

• Product Name: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-, (1R)-2-oxo-2-(phenylmethoxy)-1-(phenylmethyl)ethyl ester
• CAS NO: 153052-70-1
• Molecular Formula: C28H37NO6
• Molecular Weight: 483.605
• Mol File: 153052-70-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-, (1R)-2-oxo-2-(phenylmethoxy)-1-(phenylmethyl)ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-, (1R)-2-oxo-2-(phenylmethoxy)-1-(phenylmethyl)ethyl ester(153052-70-1)
• EPA Substance Registry System: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-, (1R)-2-oxo-2-(phenylmethoxy)-1-(phenylmethyl)ethyl ester(153052-70-1)

Safety Data

• Hazardous Substances Data: 153052-70-1(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 20312-36-1 L-3-phenyllactic acid 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 53363-89-6 N-t-butoxycarbonyl-N-methyl-L-leucine 
• 7622-21-1 (R)-benzyl mandelate 
• 7622-21-1 benzyl-(S)-(-)-2-hydroxy-3-phenylpropionate 

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 
• 546141-58-6 C₆₄H₉₀N₄O₁₅ 
• 188908-42-1 C₆₃H₈₈N₄O₁₅ 
• 188908-26-1 C₆₂H₈₆N₄O₁₅ 
• 546141-59-7 1-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-methylamino-pentanoyloxy)-3-phenyl-propionyl]-amino}-pentanoyloxy)-propionyl]-amino}-pentanoyloxy)-3-phenyl-propionyl]-azepane-2-carboxylic acid 1-benzyloxycarbonyl-ethyl ester 
• 188908-43-2 1-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-{methyl-[2-(4-methyl-2-methylamino-pentanoyloxy)-3-phenyl-propionyl]-amino}-pentanoyloxy)-propionyl]-amino}-pentanoyloxy)-3-phenyl-propionyl]-piperidine-2-carboxylic acid 1-benzyloxycarbonyl-ethyl ester 
• 188908-27-2 pyrrolidine-2-carboxylic acid 1-{[1-(1-{[1-(1-{[1-(1-benzyloxycarbonyl-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-2-phenyl-ethoxycarbonyl)-3-methyl-butyl]-methyl-carbamoyl}-ethyl ester 
• 546141-57-5 N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-azepanyl-D-lactic acid 
• 187851-87-2 N-methyl-L-leucyl-3-phenyl-D-lactyl-N-methyl-L-leucyl-D-lactyl-N-methyl-L-leucyl-3-phenyl-D-lactyl-L-pipecolyl-D-lactic acid 

Relevant articles and documents

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.

Synthesis of PF1022A, an anthelmintic cyclodepsipeptide.

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