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CAS 151223-12-0

(S)-4-(2-Hydroxyethyl)-2,2-diisopropyl-1,3-dioxolane TCI D4077

(S)-4-(2-Hydroxyethyl)-2,2-diisopropyl-1,3-dioxolane TCI D4077
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Description

TCI D4077, registered under CAS number 151223-12-0, is (S)-4-(2-Hydroxyethyl)-2,2-diisopropyl-1,3-dioxolane, a chiral compound that serves as a building block in asymmetric synthesis. The molecule combines a 1,3-dioxolane ring, which functions as a diol protecting group, with a free and reactive 2-hydroxyethyl side chain. This combination makes it a practical precursor whenever a researcher needs to construct a molecular framework carrying a stereogenic centre that is already defined from the very first step, without having to pass through a lengthy racemate resolution sequence that is expensive and frequently lowers the overall reaction yield.

The characteristics that lead laboratories to select this material are the preserved (S) configurational purity and the protection of the diol group by a diisopropyl-based acetal ketone. The twin isopropyl substituents at position 2 impose considerable steric hindrance, so the acetal ring is relatively resistant to basic and nucleophilic conditions, yet it can still be reopened under aqueous acidic conditions whenever a deprotection step is required. Meanwhile, the primary hydroxyl group at the end of the ethyl chain provides a single, readily addressed reaction point that is straightforward to convert into a tosylate.

In Indonesian laboratories, this reagent is typically used in academic and industrial research settings where enantiomerically defined intermediates are needed. University synthetic chemistry groups, pharmaceutical development laboratories, and contract research facilities apply it when a target molecule must be assembled around a fixed stereocentre. Because the protecting group and the free hydroxyl are already in place, the material shortens the number of preparatory steps a laboratory has to perform in-house before reaching the key bond-forming stage of a synthetic route.

Laboratory Applications

  • Asymmetric synthesis routes — supplies a ready stereogenic centre in the (S) configuration, so the target framework is built with defined stereochemistry from the very first synthetic step.
  • Chiral building block chemistry — serves as a compact starting fragment whose protected diol and free hydroxyl allow chemists to extend the carbon skeleton in a controlled, predictable direction.
  • Selective functionalisation work — the single primary hydroxyl group on the ethyl side chain gives one clearly defined reaction point that can be converted into a tosylate for further coupling.
  • Protecting group strategy studies — the diisopropyl acetal resists basic and nucleophilic conditions while remaining removable under aqueous acid, making it useful for planning orthogonal protection schemes.
  • Avoidance of racemate resolution — laboratories use it to bypass long and costly resolution stages that consume reagent, occupy instrument time, and often reduce the overall yield of the sequence.

Specifications

  • Brand: TCI
  • CAS Number: 151223-12-0
  • Category: Chemistry > Asymmetric Synthesis > Chiral Building Blocks
  • Chemical name: (S)-4-(2-Hydroxyethyl)-2,2-diisopropyl-1,3-dioxolane
  • Structural features: 1,3-dioxolane ring acting as a diol protecting group, with a free 2-hydroxyethyl side chain
  • Pack sizes: available in the standard catalogue pack sizes offered by the manufacturer; please confirm the required quantity when ordering
  • Storage: keep in a tightly closed original container as indicated on the manufacturer's label

Handling and Storage

Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight, heat sources, moisture, and strong acids, since the acetal ring can be opened under aqueous acidic conditions. Keep the material in its original manufacturer-supplied container, or in a chemically compatible sealed glass vessel with an inert closure, and label it clearly. Handle the compound inside a fume hood using standard laboratory personal protective equipment, including safety glasses, chemical-resistant gloves, and a laboratory coat. Avoid contact with skin and eyes, avoid inhalation of vapours, and minimise the time the container is left open to limit moisture uptake. Always consult the manufacturer's safety data sheet before use, and dispose of residues and contaminated materials according to applicable institutional and national chemical waste regulations.

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