2S,​3S,​5R)​-​(Azidomethyl)​-​3-​methyl-​7-​oxo-4-​thia-​1-​azabicyclo[3.2.0]​heptane-​2-​carboxylic Acid 4,​4-​Dioxide Diphenylmethyl Ester

Ref. TR-A824962

Product Information

• Name: 2S,​3S,​5R)​-​(Azidomethyl)​-​3-​methyl-​7-​oxo-4-​thia-​1-​azabicyclo[3.2.0]​heptane-​2-​carboxylic Acid 4,​4-​Dioxide Diphenylmethyl Ester
• Synonyms: (2S,3S,5R)-Benzhydryl 3-(Azidomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide, [2S-(2alpha,3beta,5alpha)]-3-(Azidomethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 4,4-Dioxide Diphenylmethyl Ester

Description

Applications 2S,​3S,​5R)​-​(Azidomethyl)​-​3-​methyl-​7-​oxo-4-​thia-​1-​azabicyclo[3.2.0]​heptane-​2-​carboxylic Acid 4,​4-​Dioxide Diphenylmethyl Ester is an intermediate in synthesizing Tazobactam Sodium Salt-15N3 (T010103). It is a labeled analogue of Tazobactam Sodium Salt (T010100), which is a β-Lactamase inhibitor, used with β-lactam antibiotics to enhance their effect.
References Gould, I.M., et al.: Drugs Exp. Clin. Res., 17, 187 (1991); Roland, R.K., et al.: J. Infect. Dis., 4, 226 (2000); Bonomo, R.A., et al.: Biochim. Biophys. Acta, 1547, 196 (2001)

• Brand: TRC

Chemical properties

• Molecular weight: 440.472
• Formula: C₂₁H₂₀N₄O₅S
• Color/Form: Off-White
• InChI: InChI=1S/C21H20N4O5S/c1-21(13-23-24-22)19(25-16(26)12-17(25)31(21,28)29)20(27)30-18(14-8-4-2-5-9-14)15-10-6-3-7-11-15/h2-11,17-19H,12-13H2,1H3/t17-,19+,21+/m1/s1
• SMILES: C[C@]1(CN=[N+]=[N-])[C@H](C(=O)OC(c2ccccc2)c2ccccc2)N2C(=O)C[C@H]2S1(=O)=O