107045-53-4

Usage

Uses

Used in Pharmaceutical Synthesis:
(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid is utilized as a protecting group in the synthesis of peptides. Its role is crucial in protecting the amino group of amino acids during peptide synthesis, which prevents unwanted side reactions and allows for the controlled formation of peptide bonds. This function is vital for the production of various pharmaceuticals and bioactive compounds.
Used in Organic Synthesis:
As a building block, (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid is employed in the creation of a wide range of bioactive compounds. Its unique structure and functional groups make it a valuable component in the synthesis of complex organic molecules, which can be further modified or used as intermediates in the production of pharmaceuticals and other specialty chemicals.
Used in Medicinal Chemistry and Drug Development:
(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid has demonstrated potential biological activities, suggesting that it may have applications in medicinal chemistry. Its ability to influence biological processes could make it a candidate for the development of new drugs or as a component in drug discovery and design processes.

Upstream product

• 80875-98-5 (2S,3aS,7aS)-perhydroindole-2-carboxylic acid 
• 501-53-1 benzyl chloroformate 
• 79815-20-6 (S)-indoline-2-carboxylic acid 
• 79854-42-5 Ethyl (S)-indoline-2-carboxylate hydrochloride 
• 82864-25-3 ethyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate hydrochloride 

Downstream Products

• 1029798-79-5 (2S,3aS,7aS)-2-[4-(4-cyclopropylcarbamoyl-phenyl)-thiazol-2-ylcarbamoyl]-octahydro-indole-1-carboxylic acid benzyl ester 
• 1029279-99-9 C₄₈H₅₄N₄O₆ 
• 851702-70-0 C₁₉H₂₅NO₄ 
• 1029279-97-7 C₃₆H₄₆N₄O₆ 
• 1357259-65-4 C₂₅H₂₇BrN₂O₄ 
• 1357259-66-5 C₂₅H₂₅BrN₂O₃ 
• 1446082-03-6 C₅₀H₅₃N₇O₈ 
• 1446082-01-4 C₄₉H₅₁N₇O₆ 
• 1446082-20-7 C₂₄H₂₄BrN₃O₃ 
• 1446082-19-4 C₁₇H₂₀ClNO₃ 
• 1446103-55-4 C₂₄H₂₆BrN₃O₄ 
• 145513-54-8 1-<(2S) 2-<((1S) 1-carbethoxybutyl) amino> 1-oxo propyl> (2S, 3aS, 7aS) perhydroindole 2-carboxylic acid 
• 107133-36-8 perindopril erbumine 
• 80876-00-2 (2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Catalytic enantioselective rearrangement of meso-epoxides mediated by chiral lithium amides in the presence of excess cross-linked polymer-bound lithium amides

Insoluble polymer-bound achiral lithium dialkylamides were prepared from the corresponding cross-linked polymer-bound amines and butyllithium. The polymer-bound achiral reagent was applied to a catalytic enantioselective rearrangement of meso-epoxides as an in situ regenerating agent of a chiral lithium amide. The efficiency of the catalytic system was improved, and chiral allylic alcohol derivatives were obtained in high enantiomeric excesses by using excess polymer-bound reagents and a sub-stoichiometric amount of chiral lithium amide, prepared from (2S,3aS,7aS)-2-(pyrrolidin-1-ylmethyl)octahydroindole. The reaction was successfully applied in the synthesis of (1S,4R)-4-benzoylamino-2-cyclopentenol, a useful chiral synthetic intermediate for carbocyclic nucleosides, in 97% ee.

Stereoselective synthesis of diazabicyclic β-lactams through intramolecular amination of unactivated C(sp3)-H bonds of carboxamides by palladium catalysis

An efficient C(sp3)-H bond activation and intramolecular amination reaction via palladium catalysis at the β-position of carboxyamides to make β-lactams was described. The investigation of the substrate scope showed that the current reaction conditions favored activation of the β-methylene group. Short sequences were developed for preparation of various diazabicyclic β-lactam compounds with this method as the key step from chiral proline and piperidine derivatives.

Cis-fused ring-containing β-lactam the synthetic method of the compound of

The invention discloses a synthetic method of a beta-lactam compound with a cis condensed ring. Substituted or un-substituted pyrrole-2-formic acid, or substituted or un-substituted pyridine-2-formic acid or substituted or un-substituted indole-2-formic acid is used as a starting material, Pd(II) is adopted as a catalyst, and AgOAc or Ag2CO3 is used as an oxidant; a sp3C-H bond at a beta site of an amide substrate 2 (for example Scheme4) is activated through palladium catalysis; a key step of forming a C-N bond in a molecule to successfully construct a beta-lactam framework with the cis condensed ring is generated. According to the synthetic method disclosed by the invention, materials are simple and easily available, the price is cheap, the experiment operation is simple, the route is short and the yield is high; the synthetic method has very high atom economy, a little waste, environment friendliness, a wide scope of application of the substrate and good universality, and can be used for efficiently obtaining the beta-lactam compound with optical activity kept in a chiral manner.

HETERO-BICYCLIC DERIVATIVES AS HCV INHIBITORS

Inhibitors of HCV replication of formula (I) including stereochemically isomeric forms, and salts, hydrates, solvates thereof, wherein R and R' have the meaning as defined herein. The present invention also relates to processes for preparing said compounds, pharmaceutical compositions containing them and their use, alone or in combination with other HCV inhibitors,in HCV therapy.

Synthesis of new perhydroindole derivatives and their evaluation in ruthenium-catalyzed hydrogen transfer reduction

New perhydroindole derivatives were synthesized with good yields and evaluated as chiral ligands in the RuII-catalyzed hydride transfer reduction of acetophenone. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

AMIDO ANTI-VIRAL COMPOUNDS

Disclosed are compounds, stereoisomers, tautomers, pharmaceutically acceptable salts, or prodrugs thereof of having Formula (I), their preparation, use, and compositions thereof for treating an infection mediated at least in part by a virus in the Flaviviridae family of viruses, wherein A, R3, X, V, W, T, Z, R, Y1, and p are as defined herein.