145513-91-3

Basic information

• Product Name: 1H-Indole-2-carboxylicacid,octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI)
• Synonyms: 1H-Indole-2-carboxylic acid, octahydro-, (2R,3aS,7aS)-;(2R,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid·HCl;D-Octahydroindole-2-carboxylic acid;(2R,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid;[2R-(2alpha,3aalpha,7aalpha)]-Octahydro-1H-indole-2-carboxylic acid;Perindopril Related Compound 2;1H-Indole-2-carboxylicacid,octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI)
• CAS NO: 145513-91-3
• Molecular Formula: C₉H₁₅NO₂
• Molecular Weight: 169.22
• Product Categories: PYRROLE
• Mol File: 145513-91-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 318.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.135
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.47±0.20(Predicted)
• CAS DataBase Reference: 1H-Indole-2-carboxylicacid,octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylicacid,octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI)(145513-91-3)
• EPA Substance Registry System: 1H-Indole-2-carboxylicacid,octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI)(145513-91-3)

Safety Data

• Hazardous Substances Data: 145513-91-3(Hazardous Substances Data)

Usage

General Description

1H-Indole-2-carboxylic acid, octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI) is a chemical compound with the molecular formula C10H13NO2. It is a derivative of indole, a heterocyclic aromatic organic compound. This particular compound has a carboxylic acid group attached to the indole ring, and it also contains an octahydro- (or tetrahydro-)cyclopenta[c]pyrrole ring system. It is typically found as a white to off-white solid. 1H-Indole-2-carboxylicacid,octahydro-,[2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI) has potential pharmaceutical applications due to its unique structural features, and it may be used in the development of novel drugs or in research related to biochemistry and medicinal chemistry.

Upstream product

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

Downstream Products

• 82717-91-7 (+/-)-benzyl (2S,3aS,7aS)-octahydroindole-2-carboxylate p-toluenesulfonic acid salt 
• 852921-57-4 N-[1-(S)-carbethoxy-3-phenylpropyl]-(S)-alanyl-2R,3aS,7aR-octahydroindole-2-carboxylic acid 
• 87679-37-6 trandolapril 
• 1609090-02-9 C₂₀H₂₈NO₉P 
• 1555994-26-7 (2S,3aR,7aR)-N-(benzyloxycarbonyl)-2-[(1'R,2'R)-1,2,4-trihydroxy-3-oxobutyl]octahydroindole 
• 1555994-29-0 (2R,3aS,7aS)-N-(benzyloxycarbonyl)-2-[(1'S,2'R)-1,2,4-trihydroxy-3-oxobutyl]octahydroindole 
• 1555994-31-4 (2R,3aS,7aS)-N-(benzyloxycarbonyl)-2-[(1'R,2'R)-1,2,4-trihydroxy-3-oxobutyl]octahydroindole 
• 1555994-24-5 (1S,2S,3R,4aS,8aS,9aS)-3-(hydroxymethyl)decahydro-1H-pyrrolo[1,2-a]indole-1,2-diol 
• 1555994-20-1 (2S,3aS,7aS)-N-(benzyloxycarbonyl)-2-[(1'S,2'R)-1,2,4-trihydroxy-3-oxobutyl]octahydroindole 
• 1555994-22-3 (2R,3aR,7aR)-N-(benzyloxycarbonyl)-2-[(1'R,2'R)-1,2,4-trihydroxy-3-oxobutyl]octahydroindole 
• 80828-33-7 tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate 
• 80828-33-7 (2S,3aS,7aS)-1-[(S)-2-((R)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid tert-butyl ester 
• 80876-04-6 (2R,3aR,7aR)-1-[(S)-2-((S)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid tert-butyl ester 
• 80828-33-7 (2R,3aR,7aR)-1-[(S)-2-((R)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

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.

DIASTEREOSELECTIVE SYNTHESIS OF BICYCLIC AMINO ACIDS VIA RING CONTRACTION OF α-CHLOROLACTAMS

Bicyclic lactams were converted to their α-chloro-derivatives and subjected to ring contraction under basic conditions to give bicyclic acids in diasteroselective fashion.