522644-08-2

Usage

Uses

Used in Pharmaceutical Industry:
(1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID HYDROCHLORIDE is used as an active pharmaceutical ingredient for the development of medications targeting psychiatric disorders. Its role as a neurotransmitter makes it a valuable component in creating therapies that address various mental health conditions.
Used in Organic Synthesis:
In the field of organic chemistry, (1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID HYDROCHLORIDE is used as a key building block for the synthesis of complex organic compounds. Its unique structure and functional groups contribute to the creation of diverse chemical entities with potential applications in various industries.
Used in Research and Development:
(1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID HYDROCHLORIDE is employed as a research compound in academic and industrial laboratories. Its chiral nature and central nervous system activity make it an interesting subject for studies related to neurochemistry, drug discovery, and the development of novel therapeutic agents.

InChI:InChI=1/C9H17NO2.ClH/c10-8-6-4-2-1-3-5-7(8)9(11)12;/h7-8H,1-6,10H2,(H,11,12);1H/t7-,8+;/m1./s1

Upstream product

• 522644-04-8 (1R,2S)-2-Amino-cyclooctanecarboxylic acid 
• 4017-56-5 ethyl 2-oxocyclooctane-1-carboxylate 
• 772330-11-7 ethyl trans-2-aminocyclooctanecarboxylate 

Relevant academic research and scientific papers

Efficient enzymatic routes for the synthesis of new eight-membered cyclic β-amino acid and β-lactam enantiomers

Efficient enzymatic resolutions are reported for the preparation of new eight-membered ring-fused enantiomeric β-amino acids [(1R, 2S)-9 and (1S, 2R)-9] and β-lactams [(1S, 8R)-3, (1R, 8S)-3 (1S, 8R)-4 and (1R, 8S)-7], through asymmetric acylation of (±)-4 (E > 100) or enantioselective hydrolysis (E > 200) of the corresponding inactivated (±)-3 or activated (±)-4 β-lactams, catalyzed by PSIM or CAL-B in an organic solvent. CAL-B-catalyzed ring cleavage of (±)-6 (E > 200) resulted in the unreacted (1S, 8R)-6, potential intermediate for the synthesis of enantiomeric anatoxin-a. The best strategies, in view of E, reaction rate and product yields, which underline the importance of substrate engineering, are highlighted.

Synthesis of alicyclic trans-β-amino acids from cis-β- hydroxycycloalkane-carboxylates

A simple and efficient method is described for the preparation of both racemic and enantiopure trans-β-amino acids with a cycloheptane or cyclooctane skeleton, starting from racemic and enantiopure ethyl cis-2-hydroxycarboxylates. Georg Thieme Verlag Stut

Lipase-catalyzed enantioselective ring opening of unactivated alicyclic-fused beta-lactams in an organic solvent.

[reaction: see text] A highly efficient and very simple method was developed for the synthesis of enantiopure beta-amino acids (e.g. cispentacin) and beta-lactams through the enzyme-catalyzed enantioselective ring opening of unactivated alicyclic beta-lac