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L-4-Thiazolidinecarboxylic acid

CAS 34592-47-7C4H7NO2SChemical Synthesis

L-4-Thiazolidinecarboxylic acid (CAS: 34592-47-7), with the empirical formula C4H7NO2S and a molecular weight of 133.17 g/mol, is a chiral building block. This unnatural amino acid derivative is primarily utilised in asymmetric synthesis and chemical biology for the construction of complex molecules. Its defined stereochemistry makes it a valuable reagent in stereoselective transformations and as a component in peptide chemistry.

IUPAC
L-Thiaproline
Synonyms
L-Thiaproline
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L-4-Thiazolidinecarboxylic acid (C4H7NO2S) — chemical structure, CAS 34592-47-7; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical BiologyChemical SynthesisChiral CatalystsLigandsand ReagentsOthersPeptide Chemistry
01 /Applications

Asymmetric Synthesis

L-4-Thiazolidinecarboxylic acid serves as a chiral auxiliary or building block in asymmetric synthesis, enabling the stereoselective formation of new chiral centres in organic molecules. Its structure facilitates enantioselective reactions and the synthesis of chiral intermediates.

Peptide Chemistry

As an unnatural amino acid derivative, it can be incorporated into peptide chains to create modified peptides with altered properties or functionalities. This is valuable in developing novel peptidomimetics and probes for chemical biology.

Organocatalysis

Related proline-based organocatalysts often derive structural motifs from compounds like L-4-thiazolidinecarboxylic acid, indicating its potential role in the development and application of chiral organocatalysts for sustainable synthesis.

Chemical Biology Probes

Its unique structure can be leveraged in the design of specialized probes for investigating biological processes. The incorporation of this unnatural amino acid can confer specific recognition or reactivity properties.

02 /Properties
Molecular weight133.17
Empirical formulaC4H7NO2S
Assay≥99.0% (T)
Gradepurum
Optical activity[α]20/D −101±2°, c = 1% in 1 M HCl
Melting point190-200 °C (dec.)(lit.)
03 /Safety & handling
GHS hazard pictogram: Toxic (GHS06)
Toxic
Danger

Hazard statements

  • H301Toxic if swallowed
  • H312Harmful in contact with skin
  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H332Harmful if inhaled
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P280Wear protective gloves, clothing and eye/face protection
  • P301IF SWALLOWED
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Faceshields, Gloves
Transport (UN / ADR)UN 2811 6.1 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)20/21/22-36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
34592-47-7
MDL number
MFCD00005212
PubChem substance
24889089
Beilstein registry
81065
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is L-4-Thiazolidinecarboxylic acid used for?

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L-4-Thiazolidinecarboxylic acid is primarily used in asymmetric synthesis, chemical biology, and peptide chemistry as a chiral building block or reagent for constructing complex molecules with defined stereochemistry.

What are the CAS number and formula for L-4-Thiazolidinecarboxylic acid?

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The CAS number for L-4-Thiazolidinecarboxylic acid is 34592-47-7 and its empirical formula is C4H7NO2S.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies L-4-Thiazolidinecarboxylic acid with a grade of 'purum' and an assay of ≥99.0% (T). We do not represent this product as USP, BP, or EP grade.

How should L-4-Thiazolidinecarboxylic acid be handled?

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L-4-Thiazolidinecarboxylic acid is classified as toxic if swallowed, harmful in contact with skin, and harmful if inhaled. It is also a skin and eye irritant and may cause respiratory irritation. Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, face shields, and gloves, must be used. Handle in a well-ventilated area.

How is L-4-Thiazolidinecarboxylic acid packed and shipped?

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L-4-Thiazolidinecarboxylic acid is shipped as UN 2811, Class 6.1, Packing Group III. TSS ensures compliant packaging and international export procedures for this regulated chemical.

How can I request a quote or sample?

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To request a quote or a sample of L-4-Thiazolidinecarboxylic acid, please use the 'Request Quote' or 'Sample Request' functions on our website, or contact our sales team directly.

Need L-4-Thiazolidinecarboxylic acid in a specific grade or volume?