221696-10-2

Upstream product

• 55505-28-7 9-methyldecan-1-ol 
• 1119-63-7 9-methyl-1-decanoic acid 
• 221695-90-5 methyl 3-oxo-13-methyltetradecanoate 
• 5601-57-0 9-methyl-7-oxo-1-decanoic acid 
• 221695-91-6 methyl 3-hydroxy-13-methyltetradecanoate 
• 108-12-3 isopentanoyl chloride 
• 60834-18-6 (+/-)-3-hydroxy-13-methyltetradecanoic acid 
• 221695-89-2 1-iodo-9-methyldecane 
• 100-39-0 benzyl bromide 
• 221695-94-9 (S)-3-hydroxy-13-methyltetradecanoic acid 

Relevant academic research and scientific papers

First total synthesis of N-4909 and its diastereomer; A stimulant of apolipoprotein E secretion in human hepatoma Hep G2 cells

Both (R)- and (S)-3-hydroxy-13-methyltetradecanoic acids were prepared via a lipase-catalyzed enantioselective acylation. The total synthesis of N-4909 and its diastereomer were achieved by a coupling of either (R)- or (S)-3-hydroxy-13-methyltetradecanoic acid moiety with a hexapeptide moiety and by a cyclization with HATU (O-(7-azabenzotriazol-1-yl)- 1,1,3,3-tetramethyluronium hexafluorophosphate) and HOAt (1-hydroxy-7-azabenzotriazole) in a high dilution condition. The R configuration of 3-hydroxy-13-methyltetradecanoic acid was found to be important for stimulating the activity of apolipoprotein E secretion in human hepatoma Hep G2 cells.