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((2R,7aR)-2-Fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl)methanol

  • CAS No. 2454490-66-3

  • Cat. No. CS-0148322
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD32670637

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

((2R,7aR)-2-Fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl)methanol|CS-0148322

Structure of 2454490-66-3

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General Information

  • CAS No. 2454490-66-3
  • Cat. No. CS-0148322
  • Purity ≥97%
  • MDL No. MFCD32670637
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄FNO
  • Molecular Weight None
  • Synonym(s) [(2R,8R)-2-fluoro-1,2,3,5,6,7-hexahydropyrrolizin-8-yl]methanol
  • SMILES F[C@H](C1)CN2[C@@]1(CCC2)CO

Description

This fluorinated tetrahydro-1H-pyrrolizine scaffold features a chiral methanol handle at the 2-position, enabling direct functionalization in asymmetric synthesis. The constrained bicyclic core exhibits enhanced metabolic stability and rigidity, ideal for medicinal chemistry applications requiring precise stereocontrol and improved pharmacokinetic profiles.

Application

((2R,7aR)-2-Fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl)methanol serves as a valuable chiral building block for the synthesis of fluorinated heterocyclic scaffolds. Its well-defined stereochemistry and pendant hydroxymethyl group enable selective functionalization and coupling reactions. The molecule exhibits good bench stability and facilitates incorporation into complex molecular architectures via standard transformations, including derivatization to esters, ethers, or amides.

Safety Information

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Computational Chemistry Data

  • TPSA   23.47
  • LogP   0.5551
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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