205675-68-9

Usage

Uses

Used in Pharmaceutical Industry:
Carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel(9ci) is used as a pharmaceutical intermediate for the synthesis of various drugs and active pharmaceutical ingredients. Its unique structure and chirality may contribute to the development of novel therapeutic agents with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel(9ci) may be utilized as a precursor or intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its specific properties could potentially enhance the effectiveness and selectivity of these compounds in agricultural applications.
Used in Material Science:
Carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel(9ci) may also find applications in material science, where its unique structure and properties could be exploited to develop new materials with specific characteristics. For example, it could be used in the synthesis of polymers, coatings, or other materials with tailored properties for various applications.
Further research is needed to explore the specific properties and uses of carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel(9ci) in these and other potential fields. Its chirality and unique structure may offer new opportunities for the development of innovative products and technologies.

Upstream product

• 108-05-4 vinyl acetate 
• 542-92-7 cyclopenta-1,3-diene 
• 3426-71-9 Benzyl N-hydroxycarbamate 
• 99027-88-0 N-(benzyloxycarbonyl)-2-oxa-3-azabicyclo<2.2.1>hept-5-ene 
• 501-53-1 benzyl chloroformate 
• 205675-73-6 Acetic acid (1S,4R)-4-benzyloxycarbonylamino-cyclopent-2-enyl ester 

Downstream Products

• 205675-73-6 Acetic acid (1S,4R)-4-benzyloxycarbonylamino-cyclopent-2-enyl ester 
• 189625-14-7 (2S,4R)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester 
• 154802-92-3 (+/-)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene 

Relevant academic research and scientific papers

Enantioselective synthesis of (1S,4R)-N-(benzylcarbamoyl)-4-aminocyclopent-2-en-1-ol by Candida antarctica lipase B

An efficient biocatalytic process has been developed to obtain optically pure (1S,4R)-N-(benzylcarbamoyl)-4-aminocyclopent-2-en-1-ol which can be used as the key intermediate of ticagrelor. In this research, several N-(benzylcarbamoyl)-4-aminocyclopent-2-

A concise route to (-)-kainic acid.

A concise route to (-)-kainic acid from enantiopure (+)-cis-4-carbobenzoxyamino-2-cyclopentenol has been devised by employing concurrent Chugaev syn-elimination and intramolecular ene reaction as the key step.

An asymmetric synthesis of (1S, 4R)-4-amino-2-cyclopentenol derivatives

A highly enantioselective deprotonation of cis-4-aminocyclopentene oxide derivatives 1 was achieved by using a chiral lithium amide, prepared from (2S,3aS,7aS)-2-(pyrrolidin-1-ylmethyl)-octahydroindole. (1S,4R)-4-Amino-2- cyclopentenol derivative 2 was ob

Enzymatic resolution of aminocyclopentenols as precursors to D- and L- carbocyclic nucleosides

Racemic cis-4-aminocyclopent-2-en-1-ols were synthesized in three steps utilizing hetero Diels-Alder chemistry. Starting from suitably protected hydroxylamines, oxidization with sodium periodate and trapping with cyclopentadiene afforded cycloadducts (±)-5a-d. The N-O bond of the cycloadducts was reduced with Mo(CO)6 to afford (±)-cis-4-aminocyclopent- 2-en-1-ols (±)-6a-d. These compounds, or their corresponding acetates, were kinetically resolved by enzymatic acetylation of hydrolysis, respectively. Enzymatic acetylation of cis-N-(benzylcarbamoyl)-4-aminocylopent-2-enol [(±)-6a] with Candida antarctica B lipase and Pseudomonas species lipase gave the corresponding acetate (-)-7a in 90% and 92% ee, respectively, after 40% conversion. Enzymatic hydrolysis of cis-N-acetyl-4-aminocyclopent-2-enol 1-O-acetate (±)-7d with electric eel acetylcholine esterase was successful in providing both cis-N-acetyl-4-aminocyclopent-2-enols (+)-6d and (+)-7d in 92% ee (99% ee after a single recrystallizaton) after 40% conversion. Further synthetic transformation of these resolved synthetic building blocks and derivatives are also reported.