rel-(2R,3aR,7aR)-Octahydro-1H-indole-2-carboxylic acid, CAS No. 80828-13-3

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80828-13-3

Catalog No. EBD3205

CAS 80828-13-3

Name rel-(2R,3aR,7aR)-Octahydro-1H-indole-2-carboxylic acid

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Basic Information

Synonyms: Octahydroindole-2-CarboxylicAcid (+)-O,O'-Dibenzoyl-D-tartaricacidmonohydrate 2,3-Di-O-benzoyl-D-tartaricacidhydrate Octahydro-1H-indole-2-carboxylicacid octahydro-indole-2-carboxylicacid (s)octahydro-1h-indole-2-carboxylicacid h-oic-oh (2s,3alpha-s,7alpha-s)-octahydro-1h-indole-2-carboxylicacid (2s,3as,7as)-2-carboxyoctahydroindole octahydro-1h-2-carboxylicacid octahydroindolr-2-carboxylicacid

Molecular Formula: C9H15NO2

Molecular Weight: 169.22

MDL Number: MFCD00171406

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

Rel-(2R,3aR,7aR)-octahydro-1H-indole-2-carboxylic acid is a conformationally constrained, non-proteinogenic amino acid derivative. It features an octahydroindole scaffold, which is a bicyclic structure containing a fused pyrrolidine and cyclohexane ring system, with a carboxylic acid functional group. This specific stereoisomer is of significant interest in medicinal chemistry. Its primary application is as a key chiral building block or intermediate in the synthesis of pharmaceutical compounds. The rigid, polycyclic structure serves as a privileged scaffold for designing peptidomimetics and bioactive molecules. It is particularly valuable for introducing conformational constraints into peptide chains, which can enhance metabolic stability, receptor selectivity, and overall drug-like properties of target candidates. This compound is utilized in research and development for creating potential therapeutics targeting various diseases. Its synthesis and incorporation into larger molecular frameworks are areas of active investigation within organic and medicinal chemistry laboratories.

Physical Properties

Boiling Point: 318.6 °C at 760 mmHg

Flash Point: 146.5 °C

Density: 1.135 g/cm3

Storage: -15°C

Analytical Data

Appearance: white crystalline solid