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Atomfair rac-tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate C10H18N2O2

Description rac-tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate (CAS: 1027177-72-5) is a high-purity bicyclic organic compound with the molecular formula C10H18N2O2. This stereochemically defined building block features a rigid azabicyclo[2.1.1]hexane core with tert-butoxycarbonyl (Boc) protection at the nitrogen and a primary amine at the 5-position. The compound is supplied as a racemic mixture of enantiomers, with the (1R,4R,5S) configuration explicitly indicated for one enantiomer. Its unique strained bicyclic structure makes it particularly valuable for medicinal chemistry applications where conformational restriction is desired. The Boc protecting group enables selective deprotection under mild acidic conditions for further functionalization. This product is rigorously characterized by1H NMR,13C NMR, HPLC,…

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Description

Description

rac-tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate (CAS: 1027177-72-5) is a high-purity bicyclic organic compound with the molecular formula C10H18N2O2. This stereochemically defined building block features a rigid azabicyclo[2.1.1]hexane core with tert-butoxycarbonyl (Boc) protection at the nitrogen and a primary amine at the 5-position. The compound is supplied as a racemic mixture of enantiomers, with the (1R,4R,5S) configuration explicitly indicated for one enantiomer. Its unique strained bicyclic structure makes it particularly valuable for medicinal chemistry applications where conformational restriction is desired. The Boc protecting group enables selective deprotection under mild acidic conditions for further functionalization. This product is rigorously characterized by 1H NMR, 13C NMR, HPLC, and mass spectrometry to ensure ??95% purity, making it suitable for pharmaceutical research and asymmetric synthesis.

  • CAS No: 1027177-72-5
  • Molecular Formula: C10H18N2O2
  • Molecular Weight: 198.26
  • Exact Mass: 198.136827821
  • Monoisotopic Mass: 198.136827821
  • IUPAC Name: tert-butyl (1S,4S,5R)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate
  • SMILES: CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1[C@@H]2N
  • Synonyms: 1403766-80-2, rac-tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo[2.1.1]hexane-2-carboxylate, rac-tert-butyl (1R,4R,5S)-5-amino-2-azabicyclo(2.1.1)hexane-2-carboxylate, 845-476-8, 1027177-72-5

Application

This compound serves as a valuable scaffold in medicinal chemistry for the development of conformationally restricted drug candidates, particularly for CNS targets. The strained azabicyclo[2.1.1]hexane core provides unique three-dimensionality to enhance binding selectivity in drug discovery. The Boc-protected amine allows for selective deprotection and subsequent derivatization, making it useful in parallel synthesis approaches. Researchers utilize this building block in fragment-based drug design and as a rigid spacer in peptidomimetics.

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