887908-99-8

Usage

Uses

Used in Medicinal Chemistry:
(1S,2S,3R,4R)-3-exo-N-^tbutyloxycarbonylaminobicyclo[2,2,1]hept-5-ene-2-exo-carboxylic acid is used as a potential building block in the development of novel pharmaceuticals due to its unique bicyclic structure and functional groups. Its chiral centers and the presence of a protected amino group may allow for the creation of new drugs with specific therapeutic targets.
Used in Organic Synthesis:
In the field of organic synthesis, (1S,2S,3R,4R)-3-exo-N-^tbutyloxycarbonylaminobicyclo[2,2,1]hept-5-ene-2-exo-carboxylic acid serves as a versatile intermediate for the synthesis of complex organic molecules. Its carboxylic acid and protected amino groups can be utilized in various chemical reactions to form a wide array of compounds with different applications in industries such as pharmaceuticals, agrochemicals, and materials science.
Used in Drug Development:
(1S,2S,3R,4R)-3-exo-N-^tbutyloxycarbonylaminobicyclo[2,2,1]hept-5-ene-2-exo-carboxylic acid is used as a candidate for drug development, given its potential to be modified and optimized for specific biological activities. (1S,2S,3R,4R)-3-exo-N-^tbutyloxycarbonylaminobicyclo[2,2,1]hept-5-ene-2-exo-carboxylic acid's stereochemistry and functional groups can be leveraged to design drugs with improved efficacy, selectivity, and pharmacokinetic properties.
Used in Chiral Chemistry:
In chiral chemistry, (1S,2S,3R,4R)-3-exo-N-^tbutyloxycarbonylaminobicyclo[2,2,1]hept-5-ene-2-exo-carboxylic acid is used to study the effects of stereochemistry on biological activity and drug metabolism. Its multiple stereoisomers provide a platform for understanding the role of chirality in drug design and development, which is crucial for creating enantiomerically pure compounds with desired therapeutic effects and reduced side effects.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 202187-27-7 (1S,2S,3R,4R)-3-exo-aminobicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid 
• 342419-21-0 ethyl (1S,2S,3R,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 1242184-48-0 Acide-3-exo-N-tert-butyloxycarbonylaminobicyclo<2.2.1>hept-5-ene-2-exo carboxylique 
• 14805-30-2 4-oxo-(1rC⁹,2tH,5tH,6cC⁹)-3-aza-tricyclo[4.2.1.0^2,5]non-7-ene-3-sulfonyl chloride 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 14735-70-7 diexo-3-Aza-4-oxotricyclo<4.2.1.0^2,5>non-7-ene 
• 871357-90-3 (1SR,2SR,5RS,6RS)-4-oxo-3-aza-tricyclo[4.2.1.0(2,5)]non-7-ene-3-carboxylic acid tert-butyl ester 

Downstream Products

• 1022958-60-6 CEP-28122 
• 1449504-25-9 (1S,2S,3R,4R)-3-(6-chloro-2-(4-morpholinophenyl)-3H-imidazo[4,5-b]pyridin-7-ylamino)-N-methylbicyclo[2.2.1]hept-5-ene-2-carboxamide 
• 1022957-12-5 C₂₅H₂₉ClN₆O₃ 
• 887341-00-6 (2-exo,3-exo)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide 

Relevant academic research and scientific papers

Synthesis of novel N-heterocyclic compounds containing 1,2,3-triazole ring system via domino, “click” and RDA reactions

An uncomplicated, high-yielding synthetic route has been developed to constitute complicated heterocycles, applying domino, click and retro-Diels–Alder (RDA) reaction sequences. Starting from 2-aminocarboxamides, a new set of isoindolo[2,1-a]quinazolinones was synthesized with domino ring closure. A click reaction was performed to create the 1,2,3-triazole heterocyclic ring, followed by an RDA reaction resulting in dihydropyrimido[2,1-a]isoindole-2,6-diones. The absolute configuration, concluded by the norbornene structure that served as a chiral source, remained constant throughout the transformations. The structure of the synthesized compounds was examined by1H and13C Nuclear Magnetic Resonance (NMR) methods.

Development and scale-up of an optimized route to the ALK inhibitor CEP-28122

Evolution of the process strategies to prepare CEP-28122, an anaplastic lymphoma kinase (ALK) inhibitor, is presented. The initial medicinal chemistry route, used for the preparation of key supplies for biological screening, is reviewed. In addition, the

Backbone regulation mimicry by β-peptidic foldamers: formation of a 10-helix in a mixed 6-strand/14-helix conformational pool

A highly robust 6-strand transforms into a right-handed 10-helix through the substitution of 14-helical nucleating residues at alternate positions along the backbone of the oligomer has been reported. The heterooligomers, tetramer and hexamer with NAA and

Oligomers of cis-β-norbornene amino acid: Formation of β-strand mimetics

The oligomers of constrained cis-exo-β-norbornene amino acid were synthesised and characterised by extensive NMR, CD, IR and MD studies. The results showed the formation of both right and left handed consecutive 6-membered hydrogen-bonded strands for [2S,