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(2R,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid

  • CAS No. 145513-91-3

  • Cat. No. CS-0060771
  • Molecule weight169.22
  • Purity≥97%
  • MDL No.None

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

(2R,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid|CS-0060771

Structure of 145513-91-3

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General Information

  • CAS No. 145513-91-3
  • Cat. No. CS-0060771
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₂
  • Molecular Weight 169.22
  • Synonym(s) 1H-Indole-2-carboxylicacid,octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI)
  • SMILES C1CC[C@H]2[C@@H](C1)C[C@H](C(=O)O)N2

Description

This chiral indoline derivative features a rigid, saturated heterocyclic core with defined stereochemistry at the 2- and 3a-positions. The carboxylic acid group enables direct conjugation or derivatization in synthetic routes to bioactive molecules. Its bench-stable, moisture-tolerant nature simplifies handling in complex multistep syntheses.

Application

(2R,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid serves as a stereochemically defined heterocyclic building block for medicinal chemistry and peptide conjugation. Its rigid, saturated indoline core offers enhanced metabolic stability and defined spatial orientation, enabling efficient incorporation into bioactive scaffolds. The carboxylic acid functionality facilitates amide bond formation under standard coupling conditions, while the chiral centers ensure predictable stereochemical outcomes in downstream transformations. This compound exhibits excellent bench stability and compatibility with common purification methods, making it a reliable choice for synthetic workflows requiring controlled stereochemistry and functional group versatility.

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

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   0.9917
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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