(2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid
• CAS No.: 80875-98-5
• Molecular Formula: C9H15NO2
• Molecular Weight: 169.224
• Hs Code.: 29339900
• European Community (EC) Number: 617-180-7
• UNII: 9ID44U804I
• DSSTox Substance ID: DTXSID00230764
• Nikkaji Number: J176.761E
• Mol file: 80875-98-5.mol

Synonyms:octahydroindole-2-carboxylic acid

Chemical Property of (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 7.54E-05mmHg at 25°C
• Melting Point: 275-277 °C
• Refractive Index: 1.507
• Boiling Point: 318.6 °C at 760 mmHg
• PKA: 2.47±0.20(Predicted)
• Flash Point: 146.5 °C
• PSA: 49.33000
• Density: 1.135 g/cm³
• LogP: 1.32050
• Storage Temp.: Store at 0°C
• Solubility.: Methanol (Sparingly), Water (Slightly)
• Water Solubility.: Soluble in methanol and water.
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 169.110278721
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

L-(2S,3aS,7aS)-Octahydroindole-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)CC(N2)C(=O)O
• Isomeric SMILES: C1CC[C@H]2[C@@H](C1)C[C@H](N2)C(=O)O
• Uses: An intermediate in the synthesis of Perindopril. Perindopril USP Related Compound A. An intermediate in the synthesis of Perindopril

Technology Process of (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid

There total 42 articles about (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.8%

(2S,3aS,7aS)-1-Benzoyl-octahydro-indole-2-carboxylic acid (80875-99-6) → (2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2)

Guidance literature:

With hydrogenchloride; In water; for 4h; Heating;

DOI:10.1021/jm00389a006

Reference yield: 87.0%

Benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate (539820-41-2) → (2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2)

Guidance literature:

With hydrogen; acetic acid; platinum on carbon; at 20 ℃; under 3750.38 Torr;

Reference yield: 86.1%

(S)-indoline-2-carboxylic acid (79815-20-6,78348-24-0) → (2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2)

Guidance literature:

rhodium; In 1,4-dioxane; methanol; water;

upstream raw materials:

ethyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate hydrochloride

(S)-indoline-2-carboxylic acid

(2S,3aS,7aS)-1-Acetyl-octahydro-indole-2-carboxylic acid tert-butyl ester

(2S,3aS,7aS)-1-Benzoyl-octahydro-indole-2-carboxylic acid

Downstream raw materials:

(2α, 3aβ, 7aβ)-Octahydro-1-[3-(acetylthio)propanoyl]-1H-indole-2-carboxylic acid

(2S,3aS,7aS)-1-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-octahydro-indole-2-carboxylic acid

(2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate

(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid