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467995 Sigma-Aldrich

Thiazolidine-2-carboxylic acid

97%

  • CAS Number 65126-70-7

  • Empirical Formula (Hill Notation) C4H7NO2S

  • Molecular Weight 133.17

  •  MDL number MFCD00068005

  •  PubChem Substance ID 24870454

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Thiazolines/Thiazolidines
Quality Level   100
assay   97%
mp   176 °C (lit.)
SMILES string   OC(=O)C1NCCS1
InChI   1S/C4H7NO2S/c6-4(7)3-5-1-2-8-3/h3,5H,1-2H2,(H,6,7)
InChI key   ULSZVNJBVJWEJE-UHFFFAOYSA-N

Description

General description

Thiazolidine-2-carboxylic acid (β-thiaproline) is a proline analog. It is an important building block of β-lactam antibiotics. Its X-ray photoelectron spectra has been investigated. It has been reported as a physiological substrate of hog kidney D-amino acid oxidase. Thiazolidine-2-carboxylic acid can be synthesized from cysteamine and glyoxylate.

Application

Thiazolidine-2-carboxylic acid may be used in the synthesis of azabicycloadducts and 5-aryl-2,3-dihydropyrrolo[2,1-b]thiazole-6,7-dimethanol 6,7-bis(isopropylcarbamates).

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Proline Derivatives and Analogs

Proline is a non-polar proteinogenic amino acid that forms a tertiary amide when incorporated into peptides. It does not have a hydrogen on the amide group and therefore cannot act as a hydrogen bond...
Chemfiles Volume 5 Article 12
Keywords: Adhesion, Biochemistry, Catalysis, Deposition, Hydroxylations, Isomerizations, Nucleic acid hybridization, Pharmaceutical, Reductions, Substitutions, Type

Peer-Reviewed Papers
15

References

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