145513-91-3

Usage

Uses

Used in Pharmaceutical Industry:
1H-Indole-2-carboxylic acid, octahydro-, [2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI) is used as a pharmaceutical intermediate for the development of novel drugs. Its unique structural features allow it to be a promising candidate in the synthesis of new therapeutic agents, potentially targeting various diseases and conditions.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 1H-Indole-2-carboxylic acid, octahydro-, [2R-(2-alpha-,3a-alpha-,7a-alpha-)]-(9CI) serves as a valuable compound for research purposes. Its structural properties can be studied and modified to understand its interactions with biological targets, leading to the discovery of new drug candidates and therapeutic approaches.

Upstream product

• 87623-95-8 (2R,3aS,7aR)-1-Acetyl-octahydro-indole-2-carbonitrile 
• 79799-08-9 (2S,3aS,7aS)-Octahydro-indole-2-carboxylic acid ethyl ester 
• 16851-56-2 indolin-2-yl carboxylic acid 
• 87623-95-8 (2S,3aR,7aR)-1-Acetyl-octahydro-indole-2-carbonitrile 
• 1193-68-6 cis-octahydroindole 
• 4169-27-1 cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone 
• 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 
• 120-72-9 indole 
• 87623-93-6 (3aR,7aR)-1-(Octahydro-indol-1-yl)-ethanone 

Downstream Products

• 852921-57-4 N-[1-(S)-carbethoxy-3-phenylpropyl]-(S)-alanyl-2R,3aS,7aR-octahydroindole-2-carboxylic acid 
• 87679-37-6 trandolapril 
• 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 
• 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 
• 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 

Relevant academic research and scientific papers

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.

COUPLING OF β-ACETAMIDO RADICALS WITH α-CHLORO ACRYLONITRILE - A NEW ACCESS TO DISUBSTITUTED PROLINE DERIVATIVES

β-Acetamido radicals are prepared by reduction of organomercurials and coupled with α-chloro-acrylonitrile.The coupling products are further converted to proline derivatives.