73143-60-9

Usage

Uses

Used in Fragrance Industry:
(R)-ETHYL 3-HYDROXYPENTANOATE is used as a flavoring additive for its fruity odor, enhancing the aroma of various fragrances and products.
Used in Pharmaceutical Industry:
(R)-ETHYL 3-HYDROXYPENTANOATE is used as an antimicrobial and antioxidant agent, potentially contributing to the development of new medications and treatments.
Used in Cosmetic Industry:
(R)-ETHYL 3-HYDROXYPENTANOATE is used for its antimicrobial and antioxidant properties, which can be beneficial in the formulation of cosmetic products to improve their shelf life and effectiveness.
Used in Organic Chemistry:
(R)-ETHYL 3-HYDROXYPENTANOATE is used as a synthetic building block for the preparation of various compounds, contributing to the advancement of organic chemistry and the development of new chemical entities.

Upstream product

• 64-17-5 ethanol 

Downstream Products

• 790699-41-1 (S)-3-Benzyloxy-pentan-1-ol 
• 153077-77-1 (S)-3-(phenylmethoxy)-1-pentanal 
• 1257108-69-2 (S)-3-(phenylmethoxy)-1-pentanoic acid ethyl ester 
• 1310533-94-8 (S)-3-hydroxypentyl 4-methylbenzenesulfonate 
• 53538-53-7 (3R)-3-hydroxypentanoic acid 

Relevant academic research and scientific papers

Efficient large scale stereoinversion of (R)-ethyl 3-hydroxybutyrate

A three step method for the large scale preparation of enantiomerically pure ethyl (S)-3-hydroxybutyrate is reported starting from the commercial biopolymer poly[(R)-hydroxybutyrate]. The key step depends on the ability to cleanly invert the stereochemistry of (R)-ethyl 3-hydroxybutyrate via its mesylate ester under neutral conditions, avoiding the competing elimination process. This has been achieved in good (75%) yield on >100g scale by controlled addition of the mesylate to a stirred slurry of calcium carbonate in water at 80°C.

ON THE PREPARATION OF METHYL AND ETHYL (R)-(-)-3-HYDROXY-VALERATE BY DEPOLYMERIZATION OF A MIXED PHB/PHV BIOPOLYMER

The microbial polyester containing 70-80percent 3-hydroxy-butanoate and 20-30percent 3-hydroxy-pentanoate (PHB/PHV, 2) is depolymerized to give monomeric esters of (R)-configuration.These are separated by fractional distillation. (R)-3-hydroxy-pentanoate (4) is thus made readily available as enantiomerically pure starting material for syntheses.