88315-64-4

Usage

Carboxylic acid

It contains a carboxyl functional group (-COOH) which is a characteristic feature of acids.

Cyclopentane ring structure

The compound has a five-carbon ring structure, with the carbon atoms being connected in a circular pattern.

(1S,2R)-cis configuration

The compound exhibits optical activity due to its specific spatial arrangement of substituent groups, with the (1S,2R) notation indicating the configuration of the molecule.

Optically active

The compound can rotate plane-polarized light, which is a property of molecules with a chiral center or a chiral axis.

Building block in organic synthesis

It can be used as an intermediate compound in the preparation of various other organic compounds, making it a valuable reagent in chemical reactions.

Potential pharmaceutical applications

Due to its structural properties and functional groups, the compound may have potential applications in the field of pharmaceutical research and development, possibly leading to the discovery of new drugs or therapeutic agents.

Upstream product

• 67-56-1 methanol 
• 35878-28-5 cyclopentane-cis-1,2-dicarboxylic acid anhydride 
• 3205-94-5 1-cyclopentene-1,2-dicarboxylic anhydride 
• 4841-91-2 dimethyl cis-1,2-cyclopentanedicarboxylate 
• 80656-14-0 trans-1,2-cyclopentanedicarboxylic acid 
• 1461-96-7 cis-1,2-cyclopentanedicarboxylic acid 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 

Downstream Products

• 1445590-56-6 (1,2-trans)-N-benzyl-2-(5-(4-bromophenyl)-1H-imidazol-2-yl)cyclopentanecarboxamide 
• 1445589-06-9 (S)-tert-butyl 2-(5-(4-(2-((1S,2S)-2-((R)-3-methylmorpholine-4-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate 
• 1445590-70-4 ((1S,2S)-2-(5-(4-bromophenyl)-1H-imidazol-2-yl)cyclopentyl)((R)-3-methylmorpholino)methanone 
• 1445591-81-0 (1S,2S)-methyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)cyclopentanecarboxylate 
• 1445591-80-9 (1S,2S)-1-(2-(4-bromophenyl)-2-oxoethyl) 2-methyl cyclopentane-1,2-dicarboxylate 
• 1445589-63-8 methyl ((S)-3-hydroxy-1-((S)-2-(5-(4-(2-((1S,2S)-2-((R)-3-methylmorpholine-4-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxopropan-2-yl)carbamate 
• 128110-37-2 (1R,2S)-2-Amino-cyclopentane-1-carboxylic acid hydrochloride 
• 21917-20-4 (trans)-1,2-cyclopentanedicarboxylic acid 

Relevant academic research and scientific papers

Remote conformational responses to enantiomeric excess in carboxylate-binding dynamic foldamers

A crystallographically characterised zinc(ii)-capped foldamer can sense the enantiomeric excess of scalemic carboxylate solutions, including those produced by enantioselective organocatalysis, and can relay this input signal along the foldamer body to a remote glycinamide group, which then provides an NMR spectroscopic output.

Asymmetric synthesis of 3,4-disubstituted proline derivatives: Application in synthesis of hepatitis C virus protease inhibitor telaprevir

A practical asymmetric synthesis of 3,4-disubstituted proline derivatives has been realized with high stereoselectivity and moderate yield. The key steps involved are desymmetric ring-opening reaction of commercially available anhydrides, intramolecular Strecker reaction and thermodynamically controlled cyanide hydrolysis. Based on this methodology, the synthesis of HCV protease inhibitor Telaprevir was achieved.

Organotextile catalysis

Throughout human history, textiles have been integral to daily life, but their exploration in catalysis has been rare. Herein, we show a facile and permanent immobilization of organocatalysts on the textile nylon using ultraviolet light. The catalyst and

NOVEL HEPATITIS C VIRUS INHIBITORS

The invention provides compounds of formula (I): wherein Rings A and A' are independently 5-membered optionally substituted aromatic heterocycles; Q is C(=O)NR1R1' or formula U is C(R4)2, O, S, S(=O)2, C(R4)2C(R4)2, CH2O, OCH2, CH2S, SCH2, CH2S(=O)2, S(=O)CH2 or C=C(Ru )2; X is CH2, CHR12, CR12R12, O, S, S(=O)2 or NRx; m is 0, 1, 2 or 3; n is 0, 1, 2 or 3; the other variables are as defined in the claims, which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.

A new structural motif for bifunctional bronsted acid/base organocatalysis

"Chemical equation presented" Naturally synthetic: Acid/base catalyst (S)-I can be used in highly enantioselective alcoholytic desymmetrizations of meso anhydrides. For example, the methanolysis of cyclobutane anhydride deriva-tive 2 gave hemiester 3 in 99:1 e.r. (see scheme). Ester 3 was used in a short enantioselective synthesis of (+ )-grandisol.

Total synthesis of (+)-brefeldin C, (+)-nor-Me brefeldin A and (+)-4-epi-nor-Me brefeldin A

A total synthesis of (+)-brefeldin C (BFC) and two brefeldin A (BFA) analogues - (+)-nor-Me BFA and (+)-4-epi-nor-Me BFA - has been developed. Key features of the syntheses include desymmetrization of meso anhydrides, a Carreira reaction to control the ab

5,6-DIHYDRO-1H-PYRIDIN-2-ONE COMPOUNDS

The invention is directed to 5,6-dihydro-1H-pyridin-2-one compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

Asymmetric synthesis of chiral bisoxazolines and their use as ligands in metal catalysis

Novel C2- and C1-symmetric chiral bisoxazolines with a cyclic backbone have been synthesized in an asymmetric manner starting from meso anhydrides. All synthetic steps are easy to perform and lead to the desired products in good over

Practical and Highly Enantioselective Ring Opening of Cyclic Meso-Anhydrides Mediated by Cinchona Alkaloids

The cinchona alkaloid-mediated opening of prochiral cyclic anhydrides in the presence of methanol leading to optically active hemiesters is described. Very structurally diverse anhydrides are converted into their corresponding methyl monoesters, and either enantiomer can be obtained with up to 99% ee by using quinine or quinidine as directing additive. After the reaction, the alkaloids can be recovered almost quantitatively and reused without loss of enantioselectivity. Additionally, a catalytic protocol which permits the substoichiometric use of quinidine in the presence of easily accessible pentamethylpiperidine (pempidine) is presented.