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CAS 56816-01-4

Ethyl (S)-(+)-3-Hydroxybutyrate TCI H0975

Ethyl (S)-(+)-3-Hydroxybutyrate TCI H0975
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Ethyl (S)-(+)-3-Hydroxybutyrate is the ethyl ester of 3-hydroxybutyric acid in the optically pure S configuration, making it one of the most widely used chiral building blocks in asymmetric synthesis. The molecule carries three useful elements at once: an already-established stereogenic centre, a secondary hydroxyl group that can be modified, and an ester group that is readily converted into an acid, alcohol, amide, or aldehyde. In the laboratory, this compound serves as an economical starting point for constructing complex molecules that require high stereochemical purity.

The main reason this compound is selected is its availability as a chiral material from a natural source, namely as a derivative of poly-3-hydroxybutyrate produced by microorganisms, so that its stereogenic centre is already in place without the need for costly resolution steps. Its compact molecular size and the close proximity of its functional groups make stereochemical control straightforward in subsequent reactions, including asymmetric induction at newly formed chiral centres. The hydroxyl group can be protected with a range of standard protecting groups, while the ester can be selectively reduced or hydrolysed. This flexibility is what makes the compound a dependable choice for multi-step synthetic routes.

In Indonesian laboratories, Ethyl (S)-(+)-3-Hydroxybutyrate is typically used in organic synthesis and medicinal chemistry research groups at universities and research institutes, as well as in development laboratories working on chiral intermediates. It is generally ordered in research-scale quantities for route development and method optimisation work, where a reliable enantiopure starting material shortens the path to the target molecule and reduces the number of stereochemistry-correcting steps required later in the sequence.

  • Asymmetric synthesis route development — the pre-existing S stereogenic centre removes the need for a resolution step, giving synthetic chemists a defined chiral starting point for building target molecules.
  • Chiral intermediate preparation for medicinal chemistry — the ester and hydroxyl groups can be transformed independently, allowing researchers to elaborate the scaffold toward pharmacologically relevant structures with retained stereochemistry.
  • Stereocontrolled chain extension reactions — the compact molecular framework places the functional groups close together, so the existing centre can direct asymmetric induction at newly created chiral centres.
  • Protecting-group and functional-group interconversion studies — the secondary hydroxyl accepts standard protecting groups while the ester can be selectively reduced or hydrolysed, making it a convenient substrate for methodology work.
  • Teaching and training in stereochemistry laboratories — as an optically pure, well-documented building block, it lets students carry out transformations where stereochemical outcome can be tracked and rationalised.

Brand TCI (Tokyo Chemical Industry), catalogue number H0975
CAS number 56816-01-4
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes available in standard TCI research-scale packaging; please confirm the currently offered pack size when ordering
Physical form —
Storage keep in the tightly closed original container as recommended by the manufacturer
  • Chemical class: ethyl ester of 3-hydroxybutyric acid, S configuration, optically pure

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and strong oxidising agents, and follow the storage conditions stated on the manufacturer's label and Safety Data Sheet. Keep the material in its original chemically compatible container; where transfer is necessary, use clean glass or other compatible labware and reseal promptly to limit moisture uptake. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, avoid contact with skin and eyes and inhalation of vapours, and keep containers clearly labelled. Because the compound is valued for its stereochemical purity, minimise exposure to conditions that could promote hydrolysis of the ester, and consult the Safety Data Sheet before first use and for waste disposal.

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