TCI H0867 (S)-5-(Hydroxymethyl)-2-pyrrolidinone is a five-membered lactam carrying a hydroxymethyl group at the five position with a defined (S) configuration. The compound belongs to the chiral building block family, meaning it is an intermediate that already carries stereochemical information, so researchers do not need to construct the chiral centre from scratch. In organic synthesis laboratories, this material serves as the basic framework for assembling target molecules that require a pyrrolidinone ring, for example alkaloid derivatives, cyclic amino acid analogues, and the various chiral auxiliaries used in stereoselective reactions.
The property that makes this compound a frequent choice is the combination of two orthogonal functional groups within one small molecule, namely a cyclic amide and a primary alcohol. Its primary hydroxyl group is readily activated through tosylation, oxidation, or protection with a silyl group, while the lactam nitrogen can be alkylated or acylated to extend the chain. The preserved enantiomeric purity allows the compound to be used as a single source of chirality, so the configuration of the final product can be planned from the very beginning of the synthetic route without expensive and wasteful resolution steps.
In Indonesian laboratories, this building block is typically requested by university research groups and institutional laboratories working on asymmetric synthesis, natural product chemistry, and medicinal chemistry programmes. It is generally ordered in small research quantities for multi-step route development, method optimisation, and postgraduate thesis work, where a reliable stereochemical starting point shortens the overall sequence and reduces the number of purification stages needed before the target molecule is reached.
- Alkaloid derivative synthesis: the intact pyrrolidinone ring provides the nitrogen heterocycle core directly, so the route can begin from an already assembled chiral scaffold rather than building one.
- Cyclic amino acid analogue preparation: the lactam and pendant hydroxymethyl arm map cleanly onto the backbone of constrained amino acid targets used in peptide modification studies.
- Chiral auxiliary preparation: the defined (S) centre transfers stereochemical information to subsequent bond-forming steps, making it suitable for auxiliaries applied in stereoselective reaction development.
- Selective functional group transformation studies: the orthogonal cyclic amide and primary alcohol allow tosylation, oxidation, or silyl protection to be examined independently on one small substrate.
- Multi-step asymmetric route development: single-source chirality lets the final configuration be planned from the outset, removing costly resolution steps from the overall synthetic sequence.
| Brand | TCI |
|---|---|
| CAS number | 17342-08-4 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Building Blocks |
| Pack sizes | available in standard TCI research pack sizes; please confirm the specific size when ordering |
| Physical form | — |
| Storage | store according to the conditions stated on the manufacturer label and safety data sheet |
- Catalogue code: H0867
Store the container in a cool, dry, and well-ventilated area, tightly closed and protected from moisture and direct sunlight, following the conditions printed on the manufacturer label and safety data sheet. Keep the material in its original supplier container or in a compatible, clearly labelled chemical bottle with a secure closure. Handle in a fume hood using standard personal protective equipment, including safety glasses, a laboratory coat, and suitable chemical-resistant gloves. Avoid contact with skin and eyes and avoid inhaling dust or vapour. Because the compound is used as a source of chirality, minimise prolonged exposure to air and humidity, close the container promptly after weighing, and consult the safety data sheet before handling, waste disposal, or any spill response.
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