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(1R,2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid

  • CAS No. 1174020-25-7

  • Cat. No. CS-M3718
  • Molecule weight276.29
  • Purity≥97%
  • MDL No.MFCD28502389

*For research and further manufacturing use only, not for direct human use.

(1R,2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid|CS-M3718

Structure of 1174020-25-7

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General Information

  • CAS No. 1174020-25-7
  • Cat. No. CS-M3718
  • Purity ≥97%
  • MDL No. MFCD28502389
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₆N₂O₄
  • Molecular Weight 276.29
  • Synonym(s) (2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid; trans-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid
  • SMILES O=C1N(OCC2=CC=CC=C2)[C@@H]3CC[C@@H](C(O)=O)[N@]1C3

Description

This bicyclic scaffold features a benzyloxy-protected lactam core with defined stereochemistry, enabling precise integration into bioactive molecule design. The electron-deficient carbonyl and rigid framework support targeted interactions in medicinal chemistry applications.

Application

(1R,2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid serves as a rigid, stereodefined bicyclic scaffold for medicinal chemistry exploration. Its carboxylic acid and oxo functionalities enable diverse derivatization, including amide formation and nucleophilic addition reactions. The benzyloxy group provides orthogonal protection and enhances solubility, facilitating purification and downstream functionalization in multi-step syntheses.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   70.08
  • LogP   1.4714
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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