CAS 476371-85-4

1,3-Oxathiolan-5-one, 2-(1,1-dimethylethyl)-4-methyl-, (2R,4S)-

Description:

1,3-Oxathiolan-5-one, 2-(1,1-dimethylethyl)-4-methyl-, (2R,4S)-, with CAS number 476371-85-4, is a heterocyclic compound featuring a five-membered ring containing both sulfur and oxygen atoms. This compound is characterized by its oxathiolane structure, which includes a carbonyl group at the 5-position and substituents at the 2 and 4 positions, specifically a tert-butyl group and a methyl group. The stereochemistry is defined by the (2R,4S) configuration, indicating specific spatial arrangements of the substituents around the chiral centers. This compound may exhibit interesting chemical reactivity due to the presence of the carbonyl group, which can participate in various reactions such as nucleophilic addition. Additionally, the presence of sulfur in the ring can influence its electronic properties and potential applications in organic synthesis or as a building block in pharmaceuticals. Overall, the unique structural features of this compound may contribute to its potential utility in various chemical contexts.

Formula: C₈H₁₄O₂S

(2R,4S)-2-(1,1-Dimethylethyl)-4-methyl-1,3-oxathiolan-5-one

Controlled Product

CAS: 476371-85-4

Applications (2R,4S)-2-(1,1-Dimethylethyl)-4-methyl-1,3-oxathiolan-5-one is an intermediate in synthesizing (R)-(+)-Thiolactomycin (T350880). It is a natural product inhibitor of β-Ketoacyl-AcpM Synthase A (KasA). It inhibits the synthesis of mycolic acid which is a major cell wall component of Mycobacterium tuberculosis. Also an inhibitor of D-Aspartate oxidase (DDO).
References Kapilashrami, K., et al.: J. Biol. Chem., 288, 6045 (2013); Paneerselvam, V., et al.: J. Pharm. Res., 4, 4618 (2011); Katane, M., et al.: Biochimie, 92, 1371 (2010)

Formula: C₈H₁₄O₂S

Color and Shape: Neat

Molecular weight: 174.26

Ref: TR-D471958