174623-96-2

Upstream product

• 65138-05-8 (S)-2-hydroxy-3-methylbutyric acid benzyl ester 
• 182621-40-5 (2S,3R)-[(S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl]-3-(tert-butyldimethylsilyloxy)-2-methyldecanoate 
• 124-13-0 Octanal 
• 174623-92-8 (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoic acid 
• 174623-91-7 (3aS,8aR)-3-((2S,3R)-3-Hydroxy-2-methyl-decanoyl)-3,3a,8,8a-tetrahydro-indeno[1,2-d]oxazol-2-one 
• 1025959-82-3 (3aS,8aR)-3-[(2S,3R)-2-Methyl-3-(tetrahydro-pyran-2-yloxy)-decanoyl]-3,3a,8,8a-tetrahydro-indeno[1,2-d]oxazol-2-one 
• 174623-93-9 (1S)-1-[(benzyloxy)carbonyl]-2-methylpropyl (2S,3R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)decanoate 
• 182621-38-1 (2S,3R)-3-(tert-butyldimethylsilyloxy)-2-methyl-decanoic acid 
• 174623-94-0 (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate 
• 174623-90-6 (3R,4R)-4-[(benzyloxycarbonyl)(methyl) amino]-3-(methoxymethoxy)-5-phenylpentanoic Acid 
• 182621-41-6 (2S,3R)-[(S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl]-3-hydroxy-2-methyldecanoate 
• 158744-37-7 Ethyl 4(S)-(benzyloxyformamido)-3(R)-hydroxy-5-phenylpentanoate 
• 17407-55-5 (S)-2-Hydroxy-3-methylbutanoic acid 
• 174623-95-1 (2S,3R)-3-((3R,4S)-3-Methoxymethoxy-4-methylamino-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester 

Downstream Products

• 159542-04-8 (-)-hapalosin 

Relevant academic research and scientific papers

Synthesis of bioactive natural products by asymmetric syn-and anti-aldol reactions

The use of several variants of the asymmetric aldol reaction as key steps in the syntheses of bioactive target molecules is described. Georg Thieme Verlag Stuttgart.

Synthesis and evaluation of hapalosin and analogs as MDR-reversing agents

The marine natural product hapalosin and 22 analogs, which incorporated systematic substituent deletions or variations, were prepared. These compounds were evaluated in a cell-based assay for both MDR-reversing activity and general cytotoxicity. Some substituent modifications resulted in lower cytotoxicities, but most structural changes were either detrimental to or did not seriously alter the MDR-reversing activity.

Eine konvergente, enantioselektive Totalsynthese von Hapalosin: ein Wirkstoff zur Vermeidung resistenter Tumorzellen in Chemotherapie

Keywords: Chemotherapie; Hapalosin; Naturstoffe; Totalsynthesen