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CAS 285-69-8

3,4-Epoxytetrahydrofuran TCI E0795

3,4-Epoxytetrahydrofuran TCI E0795
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Description

TCI E0795, 3,4-Epoxytetrahydrofuran with CAS number 285-69-8, is a bicyclic compound that combines a tetrahydrofuran ring with an epoxide ring fused at the three and four positions. Having two oxygen-containing rings within a single small molecule is precisely what makes it a highly sought-after heterocyclic building block in organic synthesis laboratories. The molecule offers a pre-formed oxolane framework together with a reactive site in the form of a strained epoxide, allowing researchers to introduce new functional groups onto a cyclic scaffold in a direct and well-directed manner.

The property that defines its usefulness is the high ring strain of the epoxide. That strain makes the epoxide readily opened by a wide range of nucleophiles — amines, alcohols, thiols, azides, and carbon nucleophiles alike — and the ring opening proceeds with clear regiochemical and stereochemical control, because attack occurs from the opposite face. The result is a tetrahydrofuran motif substituted at the three position bearing a hydroxyl group at the four position, a structural pattern that appears frequently in the design of bioactive compounds, nucleoside analogues, and antiviral drug intermediates. The efficiency of such a route is difficult for alternative approaches to match.

In Indonesian laboratories, this building block is typically used in university and institutional synthetic chemistry groups, in medicinal chemistry programmes exploring nucleoside-like scaffolds, and in pharmaceutical research units preparing intermediates on a research scale. It is generally ordered as a research-quantity reagent for exploratory route development rather than for bulk production, and it is handled alongside standard anhydrous techniques already established in most organic synthesis facilities.

Laboratory Applications

  • Nucleophilic ring-opening reactions — the strained epoxide is readily attacked by amines, alcohols, thiols, azides, and carbon nucleophiles, giving predictable regiochemical outcomes in a single synthetic step.
  • Synthesis of nucleoside analogues — the pre-formed oxolane framework closely resembles the sugar core of nucleosides, letting researchers build analogue libraries without constructing the ring from scratch.
  • Antiviral drug intermediate preparation — the three-substituted, four-hydroxy tetrahydrofuran motif generated on ring opening recurs widely among antiviral intermediates, shortening medicinal chemistry synthetic routes considerably.
  • Stereocontrolled functionalisation studies — because nucleophilic attack proceeds from the face opposite the epoxide oxygen, the compound serves as a reliable substrate for teaching and probing stereochemical control.
  • Bioactive compound scaffold construction — the combination of an intact heterocyclic ring and one defined reactive point makes it well suited to diversifying lead structures in discovery chemistry programmes.

Specifications

  • Brand: TCI (Tokyo Chemical Industry)
  • CAS number: 285-69-8
  • Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
  • Product code: E0795
  • Pack sizes: research-scale catalogue pack sizes; please confirm currently available packaging when ordering
  • Chemical class: bicyclic heterocyclic building block containing a tetrahydrofuran ring with a fused epoxide

Handling and Storage

Store the container tightly closed in a cool, dry, well-ventilated place, away from heat sources, direct sunlight, and incompatible materials — particularly nucleophiles, acids, and bases, which can initiate ring opening of the strained epoxide. Keep the material in its original manufacturer container, or transfer it to a clean, chemically compatible, tightly sealed vessel; where anhydrous conditions are required, use septum-capped bottles under inert gas. All handling should take place in a functioning fume hood with appropriate personal protective equipment: safety goggles, chemically resistant gloves, and a laboratory coat. Avoid inhalation of vapours and contact with skin and eyes, and follow the manufacturer's safety data sheet together with local institutional chemical waste procedures for disposal.

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