15026-80-9

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopentanecarboxylic acid, 1-[(1-oxopentyl)amino]is used as an intermediate in the synthesis of various drugs and pharmaceuticals for its ability to participate in chemical reactions that form new compounds with potential therapeutic effects.
Used in Research and Development:
In the field of research and development, Cyclopentanecarboxylic acid, 1-[(1-oxopentyl)amino]is utilized to explore its potential therapeutic properties and to develop new drugs and pharmaceuticals that can benefit from its unique chemical structure.

Upstream product

• 638-29-9 n-valeryl chloride 
• 52-52-8 1-amino-1-cyclopentanecarboxylic acid 
• 194984-24-2 1-cyano-1-n-pentanoylaminocyclopentane 
• 16195-83-8 1-aminocyclopentanecarbonitrile hydrochloride 
• 92398-48-6 1-aminocyclopentanecarboxylic acid hydrochloride 

Downstream Products

• 15026-81-0 2-butyl-3-oxa-1-aza-spiro[4.4]non-1-en-4-one 
• 945540-18-1 4-[(α-N-pentanoylamino)cyclopentamidomethyl]-2'-carboxamidobiphenyl 
• 141745-71-3 1-pentanoylamino-cyclopentanecarboxylic acid (2'-cyano-biphenyl-4-ylmethyl)-amide 
• 908117-90-8 1-pentanoylamine-cyclopentanocarboxylic acid 4-iodobenzylamide 
• 138401-24-8 4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile 
• 138402-10-5 trityl irbesartan 
• 144625-34-3 1-[(2'-carboxamidobiphenyl-4-yl)methyl]-2-n-butyl-4-spirocyclopentane-2-imidazolin-5-one 
• 138402-11-6 2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one 
• 935477-52-4 2-(n-butyl)-3-[2'-(1,3-oxazolin-4,4-dimethyl)-biphenyl-4-ylmethyl]-4-oxo-1,3-diazaspiro[4.4]non-1-ene-4-one 

Relevant academic research and scientific papers

AN IMPROVED PROCESS FOR PREPARING 1-(PENTANOYLAMINO)CYCLOPENTANECARBOXYLIC ACID

The present invention relates to an improved process for preparing 1-(pentanoylamino)cyclopentanecarboxylic acid formula (I) which is useful intermediate for the preparation of Irbesartan.

Process for preparation of Irbesartan

A process for the preparation of Irbesartan of formula (I) using the steps of: (i) reacting 4′ aminomethyl-2-cyano biphenyl of formula (VI) with 1-veleramido cyclopentane carboxylic acid of formula (V) ?in an organic solvent and in the presence of an acid, without activating the —COOH group of compound of formula (V) to give 1-(2′cyanobiphenyl-4-yl-methylaminocarbonyl)-1-pentanoylamino cyclopentane of formula (VII). ?converting the compound of formula (VII) obtained in step (i) to Irbesartan of formula (I) by reacting the compound of the formula (VII) with tributyl tin azide in o-xylene to give Irbesartan of formula (I).

AN IMPROVED PROCESS FOR PREPARATION OF IRBESARTAN

A process for the preparation of Irbesartan of formula (I): Formula (I) comprising the steps of: (i) reacting 4' aminomethyl-2-cyano biphenyl of formula (VI) with 1-veleramido cyclopentane carboxylic acid of formula (V): Formula (VI) and Formula (V) in an organic solvent and in the presence of an acid, without activating the -COOH group of compound of formula (V) to give 1-(2'cyanobiphenyl-4-yl-methylaminocarbonyl)-1-pentanoylamino cyclopentane of formula (VII). Formula (VII) converting the compound of formula (VII) obtained in step (i) to Irbesartan of formula (I) by reacting the compound of the formula (VII) with tributyl tin azide in o-xylene to give Irbesartan of formula (I).

Improved methods for the synthesis of irbesartan, an antihypertensive active pharmaceutical ingredient

New methods for the preparation of irbesartan 1 have been described. The dehydration and tetrazole formation in one step from substituted cyclopentane derivative 7 with tributyltin chloride and sodium azide is described. Selective hydrolysis of nitrile 3 with HCl has also been described in the preparation of N-acylaminocyclopentane-2-carboxylic acid 4, which is the key intermediate for the preparation of irbesartan. The impurity profiling of irbesartan has also been discussed. Copyright Taylor & Francis Group, LLC.

A new entry to antihypertensive active pharmaceutical ingredient, Irbesartan and its analogues

A new synthesis of Irbesartan, an antihypertensive active pharmaceutical ingredient and its analogues is reported.

PROCESS FOR PREPARING IRBESARTAN

A process for preparing irbesartan comprises pentanoylation of cycloleucine in the presence of sodium hydroxide to form n-pentanoyl cycloleucine, condensing this product with 2-(4-aminomethyl phenyl) benzonitrile using dicyclohexyl carbodiimide and 1-hydroxy benzotriazole as a catalyst to form the 4-(?-N-pentanoyl amino) cyclopentamido methyl-2'-cyano biphenyl compound, and then cyclizing using trifluroacetic acid in the presence of an aromatic solvent to form cyano irbesartan. Cyano irbesartan is converted to irbesartan by reaction with tributyltin chloride and sodium azide in the presence of an aromatic solvent.