221696-02-2

Basic information

• Product Name: (R)-benzyl 3-hydroxy-13-methyltetradecanoate
• Synonyms: (R)-benzyl 3-hydroxy-13-methyltetradecanoate
• CAS NO: 221696-02-2
• Molecular Weight: 348.526
• Mol File: 221696-02-2.mol

Chemical Properties

• CAS DataBase Reference: (R)-benzyl 3-hydroxy-13-methyltetradecanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-benzyl 3-hydroxy-13-methyltetradecanoate(221696-02-2)
• EPA Substance Registry System: (R)-benzyl 3-hydroxy-13-methyltetradecanoate(221696-02-2)

Safety Data

• Hazardous Substances Data: 221696-02-2(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 221695-92-7 (R)-3-hydroxy-13-methyltetradecanoic acid 

Relevant articles and documents

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.