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Home/Compounds/Pharmaceutical Intermediate/Side chain for imipenem
C14H27NO4Si
301.45 g/mol
Pharmaceutical Intermediate

(r)-2-[(3s,4s)-3-[(r)-1-(tert-butyldimethylsilyloxy)ethyl]-2-oxoazetidin-4-yl]propionic acid

CAS90776-58-2
Category
Pharmaceutical Intermediate
Compound Class
Amide
Primary Use
Pharmaceutical Intermediate

This compound is a chiral beta-lactam derivative used as a pharmaceutical intermediate in the manufacturing of the carbapenem antibiotic imipenem. It features a tert-butyl(dimethyl)silyl protecting group and an azetidinone ring characteristic of beta-lactam structures.

Pharmaceutical intermediate for imipenemBuilding block in carbapenem antibiotic synthesis

Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.

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Identifiers
IUPAC Name

(2R)-2-[(2S,3S)-3-[(1R)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-4-oxoazetidin-2-yl]propanoic acid

InChIKey

NNANGMFTFSNDLW-GWOFURMSSA-N

SMILES

C[C@H]([C@@H]1[C@H](NC1=O)[C@@H](C)C(=O)O)O[Si](C)(C)C(C)(C)C

Synonyms (18)
  • 4-bma