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CAS 4739-94-0

Ethyl 1,4-Benzodioxane-2-carboxylate TCI E0902

Ethyl 1,4-Benzodioxane-2-carboxylate TCI E0902
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Description

TCI E0902 Ethyl 1,4-Benzodioxane-2-carboxylate is a heterocyclic building block built around a benzodioxane ring, that is, a benzene core fused to a six-membered dioxane ring, with an ethyl ester group attached at the two position. The benzodioxane framework is a structural motif frequently encountered in bioactive molecules, so this compound is widely used as a starting material for introducing that core into target molecules without having to construct the dioxane ring from scratch through the double etherification steps that are often troublesome.

The property that makes it a preferred choice is the simplicity of its working point. The ester group at the two position can be hydrolysed to the carboxylic acid, reduced to the alcohol, converted to an amide using coupling reagents, or carried forward into hydrazides and other derivatives, while the aromatic core and the two ether linkages remain intact under common reaction conditions. The two position is also a stereogenic centre, which makes this compound an interesting substrate for chiral resolution research as well as for studies on how configuration influences biological activity.

In Indonesian laboratories, this building block is typically used in synthetic and medicinal chemistry research groups at universities and research institutes, as well as in pharmaceutical development work. The stability of the aromatic ether bonds gives researchers latitude to run subsequent transformations, so the material fits multi-step synthesis routes where the benzodioxane core must be preserved from the first step through to the final target molecule.

Laboratory Applications

  • Heterocyclic scaffold introduction: supplies a ready-made benzodioxane core so researchers can skip the double etherification sequence normally needed to build the fused dioxane ring.
  • Medicinal chemistry intermediate synthesis: the benzodioxane motif appears frequently in bioactive molecules, making this ester a practical entry point for target-oriented synthesis programmes.
  • Ester functional group transformations: the two-position ester is readily hydrolysed to the acid, reduced to the alcohol, or coupled to amines, giving one substrate several downstream routes.
  • Chiral resolution studies: the stereogenic centre at the two position makes this compound a suitable substrate for developing and testing resolution methods on a fused-ring system.
  • Structure–activity relationship investigations: configuration at the two position can be varied while the aromatic core stays intact, allowing systematic study of how stereochemistry affects biological activity.

Specifications

  • Brand: TCI (Tokyo Chemical Industry)
  • CAS number: 4739-94-0
  • Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
  • Product code: E0902
  • Pack sizes: available in standard research-scale packaging; please confirm the sizes currently offered
  • Storage: keep in the closed original container under the conditions stated on the manufacturer label

Handling and Storage

Store the material in its original tightly closed container in a cool, dry, and well-ventilated area, away from direct sunlight, heat sources, and incompatible chemicals, following the conditions stated on the manufacturer label. Glass containers with chemically resistant closures are suitable for transfer and short-term working aliquots. Handle inside a fume hood using safety glasses, gloves, and a laboratory coat, and avoid contact with skin, eyes, and clothing. Keep the container closed when not in use to limit moisture uptake, label all aliquots clearly, and consult the manufacturer safety data sheet before first use and for disposal guidance.

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