DL-Indole-3-lactic Acid Methyl Ester-D5

CAS: 18372-16-2

Ref. TR-I627106

Product Information

• Name: DL-Indole-3-lactic Acid Methyl Ester-D5
• Synonyms: 3-(3-Indolyl)-2-hydroxypropionic Acid-D5, Methyl Indole-3-lactate-D5, alpha-Hydroxy-1H-indole-3-propanoic Acid Methyl Ester-D5

Description

Applications DL-Indole-3-lactic Acid Methyl Ester-D5 is an intermediate used in the synthesis of DL-Indole-3-lactic Acid-d5 (I627102), which is the isotope labelled analog of DL-Indole-3-lactic Acid (I627100); a reagent in the synthesis of 2-hydroxy-1-(1H-indol-3-yl)-4-methylpentan-3-one which has weak antibacterial activity against 16 bacterial strains, including Escherichia coli, Bacillus subtilis and Staphylococcus aureus. DL-Indole-3-lactic Acid is also used in the preparation of Monatin, a natural sweet peptidomimetic.
References Nguyen, S.T., et al.: Bioorg. Med. Chem. Lett., 20, 5739 (2010); Nakamura, K., et al.: Peptide Sci., 40, 61 (2003)

• Brand: TRC

Chemical properties

• Molecular weight: 224.267
• Formula: C₁₂D₅H₈NO₃
• Color/Form: Neat
• InChI: InChI=1S/C12H13NO3/c1-16-12(15)11(14)6-8-7-13-10-5-3-2-4-9(8)10/h2-5,7,11,13-14H,6H2,1H3/i2D,3D,4D,5D,7D
• InChI key: InChIKey=YHKXBTJWCNPFQV-BCDFGHNYSA-N
• SMILES: [2H]c1[nH]c2c([2H])c([2H])c([2H])c([2H])c2c1CC(O)C(=O)OC