78672-90-9

Basic information

• Product Name: (R)-Methyl 3-Hydroxyoctanoate
• Synonyms: (R)-Methyl 3-Hydroxyoctanoate;FHWBTAQRRDZDIY-MRVPVSSYSA-N
• CAS NO: 78672-90-9
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.23742
• Mol File: 78672-90-9.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 259.9±13.0 °C(Predicted)
• Appearance: /
• Density: 0.976±0.06 g/cm3(Predicted)
• PKA: 14.09±0.20(Predicted)
• CAS DataBase Reference: (R)-Methyl 3-Hydroxyoctanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Methyl 3-Hydroxyoctanoate(78672-90-9)
• EPA Substance Registry System: (R)-Methyl 3-Hydroxyoctanoate(78672-90-9)

Safety Data

• Hazardous Substances Data: 78672-90-9(Hazardous Substances Data)

Usage

General Description

(R)-Methyl 3-Hydroxyoctanoate is a chemical compound with the molecular formula C9H18O3. It is a colorless liquid with a sweet, fruity odor and is commonly used as a flavor and fragrance ingredient. (R)-Methyl 3-Hydroxyoctanoate is an ester, which gives it its characteristic aroma and taste. It is commonly found in food and beverage products, as well as in various cosmetic and personal care items. Additionally, (R)-Methyl 3-Hydroxyoctanoate has potential applications in the pharmaceutical industry, particularly in the production of drugs and medical products. Overall, this chemical is valued for its pleasant scent and flavor, making it a versatile and widely used compound in various consumer products.

Upstream product

• 66-25-1 hexanal 
• 22348-95-4 methyl 3-oxooctanoate 
• 67-56-1 methanol 
• 105-45-3 acetoacetic acid methyl ester 
• 13283-91-5 3-oxooctanoic acid 
• 32556-70-0 (R)-1-octyn-3-ol 
• 142-62-1 hexanoic acid 
• 62344-14-3 (E)-methyl 3-oxo-6-octenoate 
• 10488-95-6 ethyl 3-oxooctanoate 
• 44987-72-6 (R)-3-hydroxy-octanoic acid 
• 108-05-4 vinyl acetate 
• 7367-87-5 3-hydroxyoctanoic acid methyl ester 
• 186581-53-3 diazomethane 
• 133319-86-5 5-((tert-butyldimethylsilyl)oxy)pent-3-yn-2-yl diethyl phosphate 

Downstream Products

• 44987-72-6 (R)-3-hydroxy-octanoic acid 
• 126442-53-3 (S)-3-hydroxyoctanoic acid benzyl ester 
• 51154-96-2 (R)-massoialactone 
• 115482-38-7 (R)-3-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-octanoic acid methyl ester 

Relevant articles and documents

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.

An improved asymmetric Reformatsky reaction mediated by (-)-N,N-dimethylaminoisoborneol

(-)-N,N-Dimethylaminoisoborneol ((-)-DAIB) was found to be an excellent ligand for the enantioselective addition of Reformatsky reagents to aromatic and aliphatic aldehydes. Enantioselectivities up to 93% ee were obtained with sulfur-containing aldehydes.

Optically active compound and process for producing the same

An optically active (2S,3R)-2-(3'-hydroxyacyl)aminoalkane-1,3-diol and a process for producing the same are disclosed. The compound is represented by the following general formula (1): STR1 wherein R1 represents a linear or branched, saturated aliphatic hydrocarbon group having 9 to 19 carbon atoms; R2 represents a linear or branched, saturated aliphatic hydrocarbon group having 1 to 19 carbon atoms; and symbol * means that the carbon atom is an asymmetric carbon atom of the S or R configuration. The optically active compound is a ceramide in which the fatty acid moiety has an optically active hydroxyl group in the 3-position.