CAS 2224-52-4

(S)-4-methyloxazolidine-2,5-dione

Description:

(S)-4-methyloxazolidine-2,5-dione, also known as (S)-proline lactam, is a cyclic amide characterized by its five-membered ring structure containing both nitrogen and carbonyl functionalities. This compound is a derivative of proline, an amino acid, and features a methyl group at the 4-position of the oxazolidine ring. It is typically a white to off-white solid at room temperature and is soluble in polar solvents such as water and alcohols, which facilitates its use in various chemical reactions and applications. The presence of the lactam structure imparts unique reactivity, making it useful in organic synthesis, particularly in the formation of peptide bonds and as a chiral building block in pharmaceuticals. Additionally, its stereochemistry, indicated by the (S) configuration, plays a crucial role in determining its biological activity and interaction with enzymes and receptors. Overall, (S)-4-methyloxazolidine-2,5-dione is significant in both synthetic organic chemistry and medicinal chemistry due to its versatile reactivity and chiral nature.

Formula: C₄H₅NO₃

InChI: InChI=1/C4H5NO3/c1-2-3(6)8-4(7)5-2/h2H,1H3,(H,5,7)/t2-/m0/s1

InChI key: InChIKey=DTETYCNJKAUROO-UHFFFAOYSA-N

SMILES: CC1C(=O)OC(=O)N1

Synonyms:

• (4S)-4-Methyl-2,5-oxazolidinedione
• (4S)-4-methyl-1,3-oxazolidine-2,5-dione
• (S)-4-Methyl-2,5-Oxazolidinedione
• 2,5-Oxazolidinedione, 4-methyl-, (4S)-
• 2,5-Oxazolidinedione, 4-methyl-, (S)-
• 2,5-Oxazolidinedione, 4-methyl-, <span class="text-smallcaps">L</span>-
• <span class="text-smallcaps">L</span>-4-Methyl-2,5-oxazolidinedione
• <span class="text-smallcaps">L</span>-Alanine N-carboxyanhydride
• <span class="text-smallcaps">L</span>-Alanine-N-carboxyl anhydride
• Ala-NCA
• Alanine N-carboxyanhydride
• H-Ala-NCA
• N-Carboxy-<span class="text-smallcaps">L</span>-alanine N-carboxy anhydride
• N-Carboxy-<span class="text-smallcaps">L</span>-alanine anhydride
• N-Carboxyalanine anhydride
• (S)-4-Methyloxazolidine-2,5-dione
• 2,5-Oxazolidinedione, 4-methyl-, L-
• (S)-4-METHYL-OXAZOLIDINE-2,5-DIONE
• (4S)-4-Methyloxazolidine-2,5-dione
• L-Alanine NC
• 4-methyloxazolidine-2,5-quinone
• Alanine, NCA
• (S)-4-Methyl-2,5-oxazolidonedione
• 4-methyl-1,3-oxazolidine-2,5-dione
• L-ALA-NCA(2224-52-4)
• N-Carboxy-L-alanine anhydride
• L-Alanine N-Carbxy anhydride

(S)-4-Methyloxazolidine-2,5-dione

CAS: 2224-52-4

Formula: C₄H₅NO₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 115.0874

Ref: IN-DA0032HB

(4S)-4-Methyloxazolidine-2,5-dione

CAS: 2224-52-4

(4S)-4-Methyloxazolidine-2,5-dione

Purity: 95%

Molecular weight: 115.09g/mol

Ref: 54-OR480799

(S)-4-Methyl-2,5-oxazolidinedione

CAS: 2224-52-4

(S)-4-Methyl-2,5-oxazolidinedione is a structural analog of the natural substrate for the enzyme, which is 4-methyl-2,5-diketopiperazine (MDP) and has been used as a model system to study the activation energy of ring opening. It reacts with trifluoroacetic acid to produce 2,5-oxazolidinedione and ammonium chloride. The reaction solution is then purified by extraction with a mixture of acetonitrile and hexane.
The product can be polymerized to form poly(2,5-oxazolidinedione), which can be used in the synthesis of polymers that have biorecognition elements. These polymers are characterized by their high stability and low reactivity.

Formula: C₄H₅NO₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 115.09 g/mol

Ref: 3D-FM74707

(S)-4-Methyl-oxazolidine-2,5-dione

CAS: 2224-52-4

Formula: C₄H₅NO₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 115.088

Ref: 10-F009953

N-Carboxyalanine Anhydride

Controlled Product

CAS: 2224-52-4

Applications N-Carboxyalanine Anhydride is a reagent used in the synthesis of poly(γ-benzyl-L-glutamate) and its block polypeptides with alanine, leucine and phenylalanine.
References Cao, H., et al.: Poly. Int., 61, 774 (2012); Habraken, G.J., et al.: Poly. Chem., 1, 514 (2010);

Formula: C₄H₅NO₃

Color and Shape: Neat

Molecular weight: 115.09

Ref: TR-C177720