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Description
(R)-Glycidyl Butyrate is the butyrate ester of glycidol in the (R) configuration, combining a reactive epoxide ring with a short-chain ester group. In asymmetric synthesis laboratories, this compound serves as a highly practical chiral building block because it supplies two distinct points of reactivity within a single molecule: an oxirane ring that can be opened by nucleophiles, and an ester group that can be hydrolysed or transesterified at a later stage. This combination gives chemists considerable freedom in designing the order of synthetic steps toward chiral target molecules.
The characteristic that makes it a preferred choice is the ability of the butyrate group to act as a temporary protecting group for the primary hydroxyl function, allowing researchers to direct nucleophilic attack to the epoxide ring first before unmasking the ester. The ester group also raises solubility in non-polar organic solvents and often improves ease of handling compared with free glycidol. The material is generally a colourless to pale yellow liquid that transfers readily by syringe, making it suitable for air-free reactions and small-scale work where careful volume measurement is required.
In Indonesian laboratories, this reagent is typically used by research groups working on the stereoselective construction of chiral intermediates, where a single enantiomerically defined starting material shortens an otherwise long resolution sequence. Its liquid form suits university and institutional laboratories that run small-scale reactions and need reliable syringe transfer under inert atmosphere, and the ester functionality fits multi-step schemes in which deprotection is deferred to a later stage.
Laboratory Applications
Chiral building block in asymmetric synthesis, supplying a defined (R) stereocentre so target molecules can be assembled without a separate resolution step later in the route.
Nucleophilic epoxide opening studies, where the strained oxirane ring reacts with a chosen nucleophile while the butyrate ester remains intact and available for later transformation.
Protected hydroxyl strategies, since the butyrate group temporarily masks the primary hydroxyl function and lets chemists sequence reactions in the order their target molecule requires.
Transesterification and hydrolysis work, because the short-chain ester can be cleaved or exchanged under mild conditions to reveal the free alcohol at the appropriate stage.
Air-free small-scale reactions, as the colourless to pale yellow liquid transfers cleanly by syringe and suits inert-atmosphere setups that demand accurate volume measurement.
Specifications
Brand: TCI
CAS number: 60456-26-0
Category: Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes: available in standard TCI research-scale packaging; please confirm the required size when ordering
Physical form: colourless to pale yellow liquid
Storage: store according to the manufacturer's stated conditions on the product label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible materials, following the storage conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original container or in a compatible glass vessel with a septum cap suitable for syringe withdrawal under inert atmosphere. Handle in a fume hood using gloves, safety glasses, and a laboratory coat, since epoxide-containing reagents warrant careful skin and eye protection. Transfer volumes by syringe to limit exposure to air and moisture, close the container promptly after use, and dispose of residues and contaminated consumables through the laboratory's chemical waste procedure.
