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

  • CAS No. 2621939-48-6

  • Cat. No. CS-0161753
  • Molecule weight159.20
  • Purity≥97%
  • MDL No.None

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

((2S,7aR)-2-Fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl)methanol|CS-0161753

Structure of 2621939-48-6

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General Information

  • CAS No. 2621939-48-6
  • Cat. No. CS-0161753
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄FNO
  • Molecular Weight 159.20
  • Synonym(s) [(2S,8R)-2-fluoro-1,2,3,5,6,7-hexahydropyrrolizin-8-yl]methanol
  • SMILES OC[C@]12CCCN1C[C@@H](F)C2

Description

This fluorinated tetrahydro-1H-pyrrolizine scaffold features a chiral alcohol handle at the 7a-position, enabling direct functionalization in synthetic routes. The (2S,7aR) stereochemistry ensures high diastereoselectivity in downstream transformations, while the fluorine atom enhances metabolic stability and modulates electronic properties. This bench-stable building block integrates efficiently into bioactive molecule architectures requiring constrained, polar, and electron-deficient motifs.

Application

((2S,7aR)-2-Fluorotetrahydro-1H-pyrrolizin-7a(5H)-yl)methanol serves as a valuable chiral building block in medicinal chemistry, enabling the construction of fluorinated heterocyclic scaffolds relevant to bioactive molecule design. Its stable tetrahydro-1H-pyrrolizine core exhibits favorable functional group tolerance and facilitates downstream transformations such as coupling reactions and derivatization. The pendant hydroxymethyl group offers a versatile handle for further functionalization, while the stereochemistry at C2 and C7a ensures predictable reactivity in asymmetric synthesis. This compound is bench-stable and amenable to purification, supporting its use in iterative synthetic sequences and scale-up processes.

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-P330-P362+P364-P405-P501

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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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