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3-Hydroxybicyclo[1.1.1]pentane-1-carboxylic acid

  • CAS No. 83249-08-5

  • Cat. No. CS-0051338
  • Purity≥97%
  • MDL No.MFCD19230741

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

3-Hydroxybicyclo[1.1.1]pentane-1-carboxylic acid|CS-0051338

Structure of 83249-08-5

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General Information

  • CAS No. 83249-08-5
  • Cat. No. CS-0051338
  • Purity ≥97%
  • MDL No. MFCD19230741
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₃
  • Molecular Weight 128.13
  • Synonym(s) None
  • SMILES O=C(O)C12CC(O)(C1)C2

Description

This bicyclic scaffold features a rigid, strained cage structure with a pendant hydroxyl and carboxylic acid group. The 3-hydroxy functionality enables direct derivatization or hydrogen bonding interactions, while the carboxylic acid provides a handle for amide coupling or salt formation. Designed for bioisosteric replacement in medicinal chemistry, this compound offers enhanced metabolic stability and controlled conformational flexibility compared to linear analogs.

Application

3-Hydroxybicyclo[1.1.1]pentane-1-carboxylic acid serves as a rigid, sterically constrained scaffold for medicinal chemistry and synthetic applications. Its bicyclic core imparts high metabolic stability and conformational restriction, while the carboxylic acid and hydroxyl groups enable diverse functionalization via standard coupling and derivatization reactions. The compound exhibits excellent bench stability and compatibility with common protecting group strategies, facilitating integration into complex molecule synthesis.

Safety Information

Download SDS
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   57.53
  • LogP   -0.014
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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