126442-53-3

Basic information

• Product Name: benzyl (3R)-3-hydroxyoctanoate
• Synonyms: benzyl (3R)-3-hydroxyoctanoate
• CAS NO: 126442-53-3
• Molecular Weight: 250.338
• Mol File: 126442-53-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: benzyl (3R)-3-hydroxyoctanoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (3R)-3-hydroxyoctanoate(126442-53-3)
• EPA Substance Registry System: benzyl (3R)-3-hydroxyoctanoate(126442-53-3)

Safety Data

• Hazardous Substances Data: 126442-53-3(Hazardous Substances Data)

Upstream product

• 92144-04-2 1-<(tert-butyldimethylsilyl)oxy>-1-(benzyloxy)ethylene 
• 66-25-1 hexanal 
• 44987-72-6 (R)-3-hydroxy-octanoic acid 
• 100-39-0 benzyl bromide 
• 33796-86-0 (S)-3-hydroxyoctanoic acid 
• 78672-90-9 methyl (R)-(-)-3-hydroxydecanoate 
• 5163-67-7 (E)-oct-3-enoic acid 

Relevant articles and documents

Graphiumins, new thiodiketopiperazines from the marine-derived fungus Graphium sp. OPMF00224

Eight new thiodiketopiperazines, designated as graphiumins A to H (1-8), were isolated along with bisdethiobis(methylthio)-deacetylaranotin (9) and bisdethiobis(methylthio)-deacetylapoaranotin (10) from the culture broth of the marine-derived fungus Graph

Polyhydroxyalkanoate-based 3-hydroxyoctanoic acid and its derivatives as a platform of bioactive compounds

A library of 18 different compounds was synthesized starting from (R)-3-hydroxyoctanoic acid which is derived from the bacterial polymer polyhydroxyalkanoate (PHA). Ten derivatives, including halo and unsaturated methyl and benzyl esters, were synthesized and characterized for the first time. Given that (R)-3-hydroxyalkanoic acids are known to have biological activity, the new compounds were evaluated for antimicrobial activity and in vitro antiproliferative effect with mammalian cell lines. The presence of the carboxylic group was essential for the antimicrobial activity, with minimal inhibitory concentrations against a panel of bacteria (Gram-positive and Gram-negative) and fungi (Candida albicans and Microsporum gypseum) in the range 2.87.0 mM and 0.16.3 mM, respectively. 3-Halogenated octanoic acids exhibited the ability to inhibit C. albicans hyphae formation. In addition, (R)-3-hydroxyoctanoic and (E)-oct-2-enoic acids inhibited quorum sensing-regulated pyocyanin production in the opportunistic pathogen Pseudomonas aeruginosa PAO1. Generally, derivatives did not inhibit mammalian cell proliferation even at 3-mM concentrations, while only (E)-oct-2-enoic and 3-oxooctanoic acid had IC50 values of 1.7 and 1.6 mM with the human lung fibroblast cell line.

Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: Striking influence of the borane

Subtle differences in the structure of the borane strongly influence the catalytic efficiency and level of enantioselectivity in the catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides.