(2R,​3E)​-2,​4-​Dimethyl-​2-​[(1-​oxopropyl)​thio]​-​3,​5-​hexadienoic Acid Ethyl Ester

CAS: 476371-89-8

Ref. TR-D471970

Product Information

• Name: (2R,​3E)​-2,​4-​Dimethyl-​2-​[(1-​oxopropyl)​thio]​-​3,​5-​hexadienoic Acid Ethyl Ester
• Synonyms: (R,E)-Ethyl 2,4-dimethyl-2-(propionylthio)hexa-3,5-dienoate
• Brand: TRC
• Description: Applications (2R,​3E)​-2,​4-​Dimethyl-​2-​[(1-​oxopropyl)​thio]​-​3,​5-​hexadienoic Acid Ethyl Ester 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)

Chemical properties

• Molecular weight: 256.36
• Formula: C₁₃H₂₀O₃S
• Color/Form: Neat
• InChI: InChI=1S/C13H20O3S/c1-6-10(4)9-13(5,12(15)16-8-3)17-11(14)7-2/h6,9H,1,7-8H2,2-5H3/b10-9+/t13-/m1/s1
• InChI key: InChIKey=BYKKTANHOVEOAG-WTNCMQEWSA-N
• SMILES: C=C/C(C)=C/[C@@](C)(SC(=O)CC)C(=O)OCC