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.

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

HS Code 

29339900

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

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(80875-98-5)Related Product Information

• Hyaluronic acid
• Indometacin
• cis-Octahydro-isoindole
• Indole-3-butyric acid
• Folic acid
• Indole-2-carboxylic acid
• Indole-3-acetic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Perindoprilat
• Ethyl L-octahydroindole-2-carboxylate hydrochloride
• (2S,3aR,7aS)-1H-Octahydroindole-2-carboxylic acid hydrochloride
• Perindopril
• Citric acid
• Perindopril erbumine
• Perindopril-N-desethylpentanoate
• 1H-Indole-2-carboxylicacid,2,3,4,5,6,7-hexahydro-,(2S)-(9CI)
• (R)-N-(1-Carboxyethyl)-D-norvaline 1-Ethyl Ester
• Perindopril EP Impurity L