107045-53-4

Basic information

• Product Name: (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid
• Synonyms: (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid
• CAS NO: 107045-53-4
• Molecular Formula: C17H21NO4
• Molecular Weight: 303.358
• Mol File: 107045-53-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 41 - 44 °C
• CAS DataBase Reference: (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid(107045-53-4)
• EPA Substance Registry System: (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid(107045-53-4)

Safety Data

• Hazardous Substances Data: 107045-53-4(Hazardous Substances Data)

Usage

General Description

The chemical "(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid" is a compound with the molecular formula C19H23NO4. It is a derivative of octahydro-1H-indole-2-carboxylic acid that contains a benzyloxycarbonyl group. (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid is commonly used in the synthesis of peptides and pharmaceuticals due to its ability to protect the amino group of amino acids during peptide synthesis. It is also utilized as a building block in the production of various bioactive compounds. Additionally, this chemical has demonstrated potential biological activities and may have applications in medicinal chemistry and drug development. Overall, "(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid" has significant utility in organic synthesis and pharmaceutical research.

Upstream product

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

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 
• 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 
• 1357259-66-5 C₂₅H₂₅BrN₂O₃ 
• 1357259-65-4 C₂₅H₂₇BrN₂O₄ 

Relevant articles and documents

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.

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.

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.