178113-53-6

Upstream product

• 124-13-0 Octanal 
• 77877-20-4 (4S,5R)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one 

Downstream Products

• 178113-54-7 benzyl (2S,3R)-3-hydroxy-2-methyldecanoate 
• 159542-04-8 (-)-hapalosin 
• 178113-59-2 N-desmethylhapalosin 
• 185208-63-3 (1R)-1-((1S)-2-{[(1S)-1-carboxy-2-methylpropyl]oxy}-1-methyl-2-oxoethyl)octyl 2,4,5-trideoxy-4-(methylamino)-5-phenyl-L-erythro-pentonate 
• 178113-60-5 (2S,5S,6R,10R,11S)-5-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10-heptyl-2-isopropyl-11-methyl-1,9-dioxa-4-aza-cyclododecane-3,8,12-trione 
• 238753-90-7 (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid 
• 178113-58-1 (4S,5R)-4-Benzyl-5-{(R)-1-[(S)-1-((S)-1-carboxy-2-methyl-propoxycarbonyl)-ethyl]-octyloxycarbonylmethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 178113-55-8 (4S,5R)-4-Benzyl-5-[(R)-1-((S)-1-benzyloxycarbonyl-ethyl)-octyloxycarbonylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 178113-57-0 (4S,5R)-5-{(R)-1-[(S)-1-((S)-1-Allyloxycarbonyl-2-methyl-propoxycarbonyl)-ethyl]-octyloxycarbonylmethyl}-4-benzyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 185208-61-1 (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid benzyl ester 
• 178113-64-9 (2S,3R)-3-[(3R,4S)-4-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester 
• 178113-67-2 (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester 
• 238753-91-8 (1R)-1-((1S)-2-{[(1S)-1-carboxy-2-methylpropyl]oxy}-1-methyl-2-oxoethyl)octyl 4-[(tert-butoxycarbonyl)(methyl)amino]-2,4,5-trideoxy-5-phenyl-L-erythro-pentonate 
• 185208-62-2 (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-hydroxy-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-allyloxycarbonyl-2-methyl-propyl ester 

Relevant academic research and scientific papers

Synthetic study on hapalosin, a cyclic depsipeptide possessing multidrug resistance reversing activities

Hapalosin possessing a multidrug resistance reversing activity, has been synthesized from the corresponding hydroxy acids and γ-amino acids. The stereochemistry of the natural product and related derivatives is discussed.

Chemical study on hapalosin, a cyclic depsipeptide possessing multidrug resistance reversing activities: Synthesis, structure and biological activity

Hapalosin 1 possessing a multidrug resistance reversing activity, has been synthesized from the corresponding hydroxy acids A, C and γ-amino acid B. The stereochemistry of the natural product 1 and N-demethylhapalosin 11 is discussed by means of spectroscopic manner as well as molecular modeling studies. Biological evaluation of 1 and 11 indicated that a cis-amide function is a crucial factor for the MDR reversing activity.