(3R,4S)-1-t-Boc-3-[(triethylsilyl)oxy]-4-phenyl-2-azetidinone

• CAT Number: R010447
• CAS Number: 149198-47-0
• Molecular Formula: C20H31NO4Si
• Molecular Weight: 377.556
• Purity: ≥95%
• Synonyms: (3R,4S)-2-Oxo-4-phenyl-3-[(triethylsilyl)oxy]-1-azetidinecarboxylic Acid 1,1-Dimethylethyl Ester; (3R-cis)-2-Oxo-4-phenyl-3-[(triethylsilyl)oxy]-1-?azetidinecarboxylic Acid 1,1-Dimethylethyl Ester
• Storage: 3 years -20C powder
• IUPAC Name: tert-butyl (3R,4S)-2-oxo-4-phenyl-3-triethylsilyloxyazetidine-1-carboxylate
• InChI: InChI=1S/C20H31NO4Si/c1-7-26(8-2,9-3)25-17-16(15-13-11-10-12-14-15)21(18(17)22)19(23)24-20(4,5)6/h10-14,16-17H,7-9H2,1-6H3/t16-,17+/m0/s1
• InChIKey: LHTDXUKSFSMGCA-DLBZAZTESA-N
• SMILES: CC[Si](CC)(CC)OC1C(N(C1=O)C(=O)OC(C)(C)C)C2=CC=CC=C2

(3R,4S)-1-t-Boc-3-[(triethylsilyl)oxy]-4-phenyl-2-azetidinone is a chiral azetidinone compound used in organic synthesis, particularly in the development of β-lactam antibiotics and other bioactive molecules. The compound features a tert-butoxycarbonyl (Boc) group for amino protection, a triethylsilyl (TES) group for hydroxyl protection, and a phenyl group, all contributing to its utility in stereoselective reactions. Its rigid four-membered azetidinone ring structure makes it valuable in asymmetric synthesis, allowing precise control over stereochemistry in complex molecule construction. Researchers use (3R,4S)-1-t-Boc-3-[(triethylsilyl)oxy]-4-phenyl-2-azetidinone in the synthesis of pharmaceutical compounds and in drug discovery.