(S)-2-((S)-2-((tert-Butoxycarbonyl)amino)-3-methylbutanamido)-3-(4-hydroxyphenyl)propanoic Acid Methyl Ester

CAS: 1643778-47-5, 25518-33-6

Ref. TR-B693105

Product Information

• Name: (S)-2-((S)-2-((tert-Butoxycarbonyl)amino)-3-methylbutanamido)-3-(4-hydroxyphenyl)propanoic Acid Methyl Ester
• Synonyms: [(2R,5R)-3-(4-methylbenzoyl)oxy-5-(6-methyl-7-methylsulfanyl-2,5-dioxopyrido[3,4-b]pyrazin-1-yl)oxolan-2-yl]methyl 4-methylbenzoate
• Brand: TRC
• Description: Applications (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-(4-hydroxyphenyl)propanoic Acid Methyl Ester is an intermediate in the synthesis of Aureusimine A (A794560), a metabolite of non-ribosomal origin produced by Staphylococcus aureusan, formed by the fusion of two amino acids. Aureusimine A was shown to exert control over the virulence cascade responsible for Golden Staph infection.References Archer, G., et al.: Clin. Infect. Dis., 26, 1179 (1998); Novick, R., et al.: Mol. Microbiol., 48, 1429 (2003); Liang, X., et al.: Infect. Immun., 74, 4655 (2006); Geiger, T., et al.: J. Bacteriol., 190, 3419 (2008)

Chemical properties

• Molecular weight: 575.632
• Formula: C₃₀H₂₉N₃O₇S
• Color/Form: Neat
• InChI: InChI=1S/C30H29N3O7S/c1-17-5-9-19(10-6-17)29(36)38-16-23-22(40-30(37)20-11-7-18(2)8-12-20)14-25(39-23)33-21-13-26(41-4)32(3)28(35)27(21)31-15-24(33)34/h5-13,15,22-23,25H,14,16H2,1-4H3/t22?,23-,25-/m1/s1
• InChI key: InChIKey=MKWXKHYNEJAHII-VCGBWKKMSA-N
• SMILES: CSc1cc2c(ncc(=O)n2[C@H]2CC(OC(=O)c3ccc(C)cc3)[C@@H](COC(=O)c3ccc(C)cc3)O2)c(=O)n1C