145513-90-2

Basic information

• Product Name: 1H-Indole-2-carboxylicacid,octahydro-,(2S,3aR,7aR)-(9CI)
• Synonyms: 1H-Indole-2-carboxylicacid,octahydro-,(2S,3aR,7aR)-(9CI);(2S,3aR,7aR)-Octahydro-1H-indol-2-carboxylic acid;Perindopril Related Compound 3;(2S, 3aR,7aR)-Octahydro-indole-2-carboxylic acid
• CAS NO: 145513-90-2
• Molecular Formula: C₉H₁₅NO₂
• Molecular Weight: 169.22
• Product Categories: PYRROLE
• Mol File: 145513-90-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 318.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.135±0.06 g/cm3(Predicted)
• PKA: 2.47±0.20(Predicted)
• CAS DataBase Reference: 1H-Indole-2-carboxylicacid,octahydro-,(2S,3aR,7aR)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylicacid,octahydro-,(2S,3aR,7aR)-(9CI)(145513-90-2)
• EPA Substance Registry System: 1H-Indole-2-carboxylicacid,octahydro-,(2S,3aR,7aR)-(9CI)(145513-90-2)

Safety Data

• Hazardous Substances Data: 145513-90-2(Hazardous Substances Data)

Usage

Organic compound

It is a compound that contains carbon atoms, typically with hydrogen and possibly other elements.

Cyclic structure

The compound has a ring-like structure, which is a common feature of many organic compounds.

Carboxylic acid group

The compound has a carboxyl group (-COOH) attached to the indole ring, which is a functional group that can participate in various chemical reactions.

Indole ring

The compound has an indole ring, which is a common structural motif in many biologically active compounds.

Chiral molecule

The compound has non-superimposable mirror image isomers, known as enantiomers, due to the presence of stereocenters.

Two stereocenters

The compound has two stereocenters, denoted as (2S,3aR,7aR) in its chemical name, which specify the three-dimensional arrangement of the molecule.

Potential applications

The compound may have potential uses in organic synthesis, medicinal chemistry, and pharmaceuticals due to its structural properties and potential biological activity.

Upstream product

• 87624-03-1 (4aR,8aS)-3-Chloro-octahydro-quinolin-2-one 
• 87623-95-8 (2R,3aS,7aR)-1-Acetyl-octahydro-indole-2-carbonitrile 
• 89226-35-7 N-[(1S,2R)-2-(2-Chloro-2-cyano-ethyl)-cyclohexyl]-acetamide 
• 59224-99-6 trans-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone 
• 87624-03-1 (4aS,8aS)-3-Chloro-octahydro-quinolin-2-one 
• 79799-08-9 (2S,3aS,7aS)-Octahydro-indole-2-carboxylic acid ethyl ester 
• 16851-56-2 indolin-2-yl carboxylic acid 
• 3770-50-1 2-carbethoxyindole 
• 4169-27-1 cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone 
• 87623-95-8 (2S,3aR,7aR)-1-Acetyl-octahydro-indole-2-carbonitrile 
• 120-72-9 indole 
• 87623-93-6 (3aR,7aR)-1-(Octahydro-indol-1-yl)-ethanone 
• 1193-68-6 cis-octahydroindole 
• 116795-46-1 (2S,3aS,7aS)-1-Acetyl-octahydro-indole-2-carboxylic acid tert-butyl ester 

Downstream Products

• 108395-25-1 (2α,3aβ,7aβ)-1-(3-bromobenzoyl)octahydro-1H-indole-2-carboxylic acid 
• 80828-12-2 (2R,3aR,7aR)-1-(3-Acetylsulfanyl-propionyl)-octahydro-indole-2-carboxylic acid 
• 80828-15-5 (2α,3aβ,7aβ)-1-<3-(acetylthio)-2-methyl-1-oxopropyl>octahydro-1H-indole-2-carboxylic acid 
• 80828-15-5 (2R,3aR,7aR)-1-((S)-3-Acetylsulfanyl-2-methyl-propionyl)-octahydro-indole-2-carboxylic acid 
• 80828-31-5 (2α,3aβ,7aβ)-1-benzoyloctahydro-1H-indole-2-carboxylic acid 
• 80876-00-2 (2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid 1,1-dimethylethyl ester 
• 82717-91-7 (+/-)-benzyl (2S,3aS,7aS)-octahydroindole-2-carboxylate p-toluenesulfonic acid salt 
• 960529-89-9 benzyl (2R,3aR,7aR)-N-(tert-butoxycarbonyl)octahydroindole-2-carboxylate 
• 960529-90-2 benzyl (2S,3aS,7aS)-N-(tert-butoxycarbonyl)octahydroindole-2-carboxylate 
• 109523-13-9 (2S,3aS,7aS)-1-(tert-butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid 
• 80876-00-2 (2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid tert-butyl ester 
• 80875-98-5 (2S,3aS,7aS)-perhydroindole-2-carboxylic acid 
• 80875-99-6 (2S,3aS,7aS)-1-Benzoyl-octahydro-indole-2-carboxylic acid 
• 108395-27-3 (6aα,10aα,11aα)-decahydro-1H,5H-<1,4>thiazepino<4,3-a>indole-1,5-dione 

Relevant articles and documents

Versatile methodology for the synthesis and α-functionalization of (2R,3aS,7aS)-octahydroindole-2-carboxylic acid

An improved strategy for the effective synthesis of enantiomerically pure (2R,3aS,7aS)-octahydroindole-2-carboxylic acid (Oic), based on the?formation of a trichloromethyloxazolidinone derivative, has been developed. Additionally, the completely diastereoselective α-alkylation of such oxazolidinone provides a very convenient and concise route to enantiopure α-tetrasubstituted derivatives of this Oic stereoisomer.

Efficient access to N-protected derivatives of (R,R,R)- and (S,S,S)-octahydroindole-2-carboxylic acid by HPLC resolution

The preparation of the proline analogue (2S,3aS,7aS)-octahydroindole-2-carboxylic acid (Oic) and its enantiomer, (2R,3aR,7aR)-Oic, is described. A racemic precursor has been synthesized in good yield and subjected to HPLC resolution on a chiral column. The high efficiency of both the synthetic and chromatographic procedures has allowed the isolation of multigram quantities of each amino acid in enantiomerically pure form and suitably protected for use in peptide synthesis.

Synthesis and structure-activity relationships of potent new angiotensin converting enzyme inhibitors containing saturated bicyclic amino acids

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