(2S,5R)-3,3-dimethyl-7-oxo-4-oxide-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Diphenylmethyl Ester

CAS: 87579-78-0

Ref. TR-D474235

Product Information

• Name: (2S,5R)-3,3-dimethyl-7-oxo-4-oxide-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Diphenylmethyl Ester
• Synonyms: 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-, diphenylmethyl ester, 4-oxide, [2S-(2a,5a)]-, Benzhydryl 6,6-Dihydropenicillic Acid 1-Oxide[Tazobactam Intermediate], (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester 4-oxide
• CAS: 87579-78-0

Description

Applications (2S,5R)-3,3-dimethyl-7-oxo-4-oxide-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Diphenylmethyl Ester is an intermediate in the synthesis of Tazobactam Sodium Salt-13C2,15N1, which is the labelled 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: 383.46
• Formula: C₂₁H₂₁NO₄S
• Color/Form: Neat
• InChI: InChI=1S/C53H48O11Si/c1-35-32-45(54)60-43-33-39(30-31-42(35)43)59-52-48(64-51(57)38-24-14-7-15-25-38)47(63-50(56)37-22-12-6-13-23-37)46(62-49(55)36-20-10-5-11-21-36)44(61-52)34-58-65(53(2,3)4,40-26-16-8-17-27-40)41-28-18-9-19-29-41/h5-33,44,46-48,52H,34H2,1-4H3/t44?,46-,47?,48?,52+/m0/s1
• InChI key: InChIKey=VLGQRMASAAPPOT-UXDNDZGKSA-N
• SMILES: Cc1cc(=O)oc2cc(O[C@@H]3OC(CO[Si](c4ccccc4)(c4ccccc4)C(C)(C)C)[C@H](OC(=O)c4ccccc4)C(OC(=O)c4ccccc4)C3OC(=O)c3ccccc3)ccc12