| Identification | More | [Name]
L-Octahydroindole-2-carboxylic acid | [CAS]
80875-98-5 | [Synonyms]
OCTAHYDRO-1H-INDOLE-2-CARBOXYLIC ACID
OCTAHYDRO-INDOLE-2-CARBOXYLIC ACID
(2S,3αS,7αS)-Octahydro-1H-indole-2-carboxylic acid
(2S,3aS,7aS)-Octahydro-2-indolecarboxylicacid
[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
L-2-carboxyoctahydroindole
(2S,3aS,7aS)-1-Octahydro-1H-indole-2-car
(2s，3as，7as)-octabyche-lh-indole-2-carboxylicacid
[2S-(2a,3a,7a)]-Octahydro-1H-indole-2-carboxylic Acid
L-Octahydroindole-2-carboxylic acid ,98%
(2S,3aS,7aS)-2,3,3aβ,4,5,6,7,7aβ-Octahydro-1H-indole-2α-carboxylic acid
[2S,3aβ,7aβ,(-)]-Octahydro-1H-indole-2α-carboxylic acid
(2S,3aR,7aR)-2,3,3aα,4,5,6,7,7aα-Octahydro-1H-indole-2α-carboxylic acid | [EINECS(EC#)]
617-180-7 | [Molecular Formula]
C9H15NO2 | [MDL Number]
MFCD00171406 | [Molecular Weight]
169.22 | [MOL File]
80875-98-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
275-277°C | [Boiling point ]
318.6±25.0 °C(Predicted) | [density ]
1.135±0.06 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [solubility ]
Methanol (Sparingly), Water (Slightly) | [form ]
neat | [pka]
2.47±0.20(Predicted) | [color ]
White to Off-White | [PH]
-50 (c=1 in methanol) | [Water Solubility ]
Soluble in methanol and water. | [Usage]
An intermediate in the synthesis of Perindopril | [Detection Methods]
T,NMR | [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) |
| Raw materials And Preparation Products | Back Directory | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
An intermediate in the synthesis of Perindopril | [Synthesis]
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 |
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