27314-05-2

Usage

Uses

Used in Pharmaceutical Synthesis:
1-AMINO-CYCLOPENT-3-ENECARBOXYLIC ACID is used as a key intermediate in the synthesis of pharmaceutically active compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Peptide Production:
1-AMINO-CYCLOPENT-3-ENECARBOXYLIC ACID serves as a building block in the production of peptides. Its incorporation into peptide sequences can lead to the creation of novel bioactive peptides with specific functions in various biological processes.
Used in Organic Chemistry:
As a versatile intermediate in organic chemistry, 1-AMINO-CYCLOPENT-3-ENECARBOXYLIC ACID is utilized in the synthesis of various organic molecules. Its cyclopentene ring and carboxylic acid group provide opportunities for further chemical modifications and the development of new chemical products.

Upstream product

• 1398413-92-7 tert-butyl 2,4-dioxo-1,3-diazaspiro[4.4]non-7-ene-3-carboxylate 
• 1398413-35-8 tert-dutyl 4,4-diallyl-2,5-dioxoimidazolidine-1-carboxylate 
• 106-95-6 allyl bromide 
• 56-40-6 glycine 

Relevant academic research and scientific papers

A diversity-oriented approach to spirocyclic and fused hydantoins via olefin metathesis

An efficient and general method is reported to prepare a diverse series of 5,5-spirocyclic and 1,5-, 4,5-, and 3,4-fused bicyclic imidazolidinone derivatives based on selective alkylation and ring closing metathesis (RCM) by exploiting the four possible p

Synthesis of α-Amino Acids via Asymmetric Phase Transfer-Catalyzed Alkylation of Achiral Nickel(II) Complexes of Glycine-Derived Schiff Bases

Achiral, diamagnetic Ni(II) complexes 1 and 3 have been synthesized from Ni(II) salts and the Schiff bases, generated from glycine and PBP (7) and PBA (11), respectively, in MeONa/MeOH solutions. The requisite carbonyl-derivatizing agents pyridine-2-carboxylic acid(2-benzoyl-phenyl)-amide 7 (PBP) and pyridine-2-carboxylic acid(2-formyl-phenyl)-amide 11 (PBA) were readily prepared from picolinic acid and o-aminobenzophenone or picolinic acid and methyl o-anthranilate, respectively. The structure of 1 was established by X-ray crystallography. Complexes 1 and 3 were found to undergo C-alkylation with alkyl halides under PTC conditions in the presence of β-naphthol or benzyltriethylammonium bromide as catalysts to give mono- and bis-alkylated products, respectively. Decomposition of the complexes with aqueous HCI under mild conditions gave the required amino acids, and PBP and PBA were recovered. Alkylation of 1 with highly reactive alkyl halides, carried out under the PTC conditions in the presence of 10% mol of (S)- or (R)-2-hydroxy-2′ -amino-1,1′-binaphthyl 31a (NOBIN) and/or its N-acyl derivatives and by (S)- or (R)-2-hydroxy-8′-amino-1,1′-binaphthyl 32a (iso-NOBIN) and its N-acyl derivatives, respectively, gave rise to α-amino acids with high enantioselectivities (90-98.5% ee) in good-to-excellent chemical yields at room temperature within several minutes. An unusually large positive nonlinear effect was observed in these reactions. The Michael addition of acrylic derivatives 37 to 1 was conducted under similar conditions with up to 96% ee. The 1H NMR and IR spectra of a mixture of the sodium salt of NOBIN and 1 indicated formation of a complex between the two components. Implications of the association and self-association of NOBIN for the observed sense of asymmetric induction and nonlinear effects are discussed.