Introduction：Basic information about L-Octahydroindole-2-carboxylic acid CAS 80875-98-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
L-Octahydroindole-2-carboxylic acid Basic information
| Product Name: | L-Octahydroindole-2-carboxylic acid |
| Synonyms: | OCTAHYDRO-INDOLE-2-CARBOXYLIC ACID;(2S,3αS,7αS)-Octahydro-1H-indole-2-carboxylic acid;[2S-(2a,3ab,7ab)]-Octahydro-1H-indole-2-carboxylic Acid;L-(2S,3aS,7aS)-Octahydroindole-2-carboxylic Acid;(2s,3as,7as)-Octahydro-1h-Indo;1H-Indole-2-carboxylicacid,octahydro-,(2S,3aS,7aS)-(9CI);(2S,3aS,7aS)-2-Carboxyperhydroindole;(2S,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid |
| CAS: | 80875-98-5 |
| MF: | C9H15NO2 |
| MW: | 169.22 |
| EINECS: | 617-180-7 |
| Product Categories: | Heterocycle-Indole series;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Perindopril-Tert-Butylamine;PERINDOPRIL;(intermediate of perindopril);PYRROLE;Indoles and derivatives |
| Mol File: | 80875-98-5.mol |
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L-Octahydroindole-2-carboxylic acid Chemical Properties
| Melting point | 275-277°C |
| Boiling point | 318.6±25.0 °C(Predicted) |
| density | 1.135±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Methanol (Sparingly), Water (Slightly) |
| pka | 2.47±0.20(Predicted) |
| color | White to Off-White |
| PH | -50 (c=1 in methanol) |
| Water Solubility | Soluble in methanol and water. |
| Major Application | pharmaceutical |
| InChI | InChI=1S/C9H15NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h6-8,10H,1-5H2,(H,11,12)/t6-,7-,8-/m0/s1 |
| InChIKey | CQYBNXGHMBNGCG-FXQIFTODSA-N |
| SMILES | N1[C@]2([H])[C@@]([H])(CCCC2)C[C@H]1C(O)=O |
| LogP | 0.3 at 25℃ and pH5 |
| CAS DataBase Reference | 80875-98-5(CAS DataBase Reference) |
Safety Information
| Risk Statements | 36/37/38 |
| Safety Statements | 26-37 |
| WGK Germany | WGK 3 |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
L-Octahydroindole-2-carboxylic acid Usage And Synthesis
| Chemical Properties | White Solid |
| Uses | An intermediate in the synthesis of Perindopril. Perindopril USP Related Compound A. |
| Synthesis | 539820-41-2 80875-98-5 General procedure for the synthesis of L-octahydroindole-2-carboxylic acid from the compound (CAS: 539820-41-2): 200 g of the compound obtained in the previous step was dissolved in acetic acid, followed by the addition of 5 g of 10% Pt/C catalyst to the hydrogenator. The hydrogenation reaction was carried out at room temperature and 5 bar hydrogen pressure until a theoretical amount of hydrogen was absorbed. Upon completion of the reaction, the catalyst was removed by filtration and the resulting solid product was collected by filtration after the reaction solution was cooled to 0 to 5 °C. The reaction was carried out at room temperature and 5 bar hydrogen pressure. The filter cake was washed with a suitable solvent and dried under constant weight conditions. The final product was (2S,3aS,7aS)-octahydroindole-2-carboxylic acid in 87% yield and 99% enantiomeric purity. |
| References | [1] Patent: US2006/167273, 2006, A1. Location in patent: Page/Page column 2 |
L-Octahydroindole-2-carboxylic acid Preparation Products And Raw materials
| Raw materials | (S)-(-)-Indoline-2-carboxylic acid-->1H-Indole-2-carboxylic acid, 2,3,4,5,6,7-hexahydro-, phenylmethyl ester, (2S)- |
| Preparation Products | Perindopril-->Methyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate |
