71018-13-8

Basic information

• Product Name: Echinocandin D
• Synonyms: Echinocandin D
• CAS NO: 71018-13-8
• Molecular Formula: C₅₂H₈₁N₇O₁₃
• Molecular Weight: 1012.26
• Mol File: 71018-13-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Echinocandin D(CAS DataBase Reference)
• NIST Chemistry Reference: Echinocandin D(71018-13-8)
• EPA Substance Registry System: Echinocandin D(71018-13-8)

Safety Data

• Hazardous Substances Data: 71018-13-8(Hazardous Substances Data)

Upstream product

• 3304-51-6 N-carboxybenzyl-L-ornithine 
• 106074-85-5 (2R,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyl acetate 
• 106402-40-8 (2R,3S,4S)-5-benzyloxy-4-methyl-2,3-epoxypentanoic acid 
• 104197-70-8 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-proline 
• 104197-66-2 (2S,3S,4S)-3-Hydroxy-4-methyl-pyrrolidine-2-carboxylic acid methyl ester 
• 104213-53-8 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline methyl ester 
• 104197-61-7 N^α-linoleyl-N^δ-(tert-butoxycarbonyl)-L-ornithinyl-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline methyl ester 
• 104197-63-9 (2S,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutyric acid 2-pyridyl thiolester 
• 104241-25-0 (2S,3S,4S)-2-(tert-butoxycarobnyl)amino-3-hydroxy-4-methyl-5-(p-toluenesulfonyl)oxypentanoic acid methyl ester 
• 104197-73-1 N^α-linoleyl-N^δ-(tert-butoxycarbonyl)ornithine 
• 106074-86-6 (2R,3R)-2-(tert-butoxycarbonyl)amino-3-(tetrahydropyranyl)oxy-4-<4-(tert-butyldimethylsilyl)oxy>phenylbutanol 
• 104241-23-8 (2S,3S,4S)-2-(tert-butoxycarbonyl)amino-3-hydroxy-4-methyl-5-benzyloxypentanoic acid methyl ester 
• 104241-26-1 1-(tert-butyl) 2-methyl (2S,3S,4S)-3-hydroxy-4-methylpyrrolidine-1,2-dicarboxylate 
• 104241-40-9 ((3S,4S,5S)-4-Hydroxy-5-methyl-2-oxo-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Synthetic Studies on Antifungal Cyclic Peptides, Echinocandins. Stereoselective Total Synthesis of Echinocandin D via a Novel Peptide Coupling

Synthetic studies on the novel fungicidal oligopeptides, echinocandins (1b and 1c), are described.The constituent amino acids 5-8 were synthesized in a stereocontrolled manner from the chiral starting materials, 5a, 6a and 7a, respectively.The coupling of these amino acids was characterized by the use of unprotected amino acid as the C-terminal and 2-pyridyl thiol ester as the N-terminal, and the coupling was performed in the presence of 1-(trimethylsilyl)imidazole (TMSIm) or a catalytic amount of tert-amine to give C-terminal free dipeptides, 14 and 16a, respectively, which were converted to the pentapeptide 17a, a common intermediate for the synthesis of 1b and 1c.The synthesis of 1c was achieved by the cyclization of the hexapeptide 24b.