95729-87-6

Usage

Uses

Used in Organic Synthesis:
(R)-benzyl 4-oxoazetidine-2-carboxylate is used as a building block for the synthesis of complex chemical compounds, contributing to the development of new organic molecules.
Used in Medicinal Chemistry:
(R)-benzyl 4-oxoazetidine-2-carboxylate is used as a key intermediate in the preparation of pharmaceuticals, playing a crucial role in the creation of new drugs and therapeutic molecules.
Used in Drug Development:
(R)-benzyl 4-oxoazetidine-2-carboxylate has potential applications in the development of new drugs and therapeutic molecules due to its unique chemical properties, making it an important component in advancing pharmaceutical research.

InChI:InChI=1/C11H11NO3/c13-10-6-9(12-10)11(14)15-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)/t9-/m1/s1

Upstream product

• 2791-79-9 dibenzyl L-aspartate 
• 4079-59-8 D-aspartic acid dibenzyl ester 

Downstream Products

• 185387-26-2 (2R)-benzyl N-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylate 
• 209329-11-3 (2R)-2-azetidinylmethanol 
• 161511-90-6 (R)-1-t-butyloxycarbonyl-2-azetidinemethanol 
• 98019-65-9 (2R)-2-azetidinone-4-carboxylic acid 

Relevant academic research and scientific papers

Water-Insensitive Synthesis of Poly-β-Peptides with Defined Architecture

Biocompatible and proteolysis-resistant poly-β-peptides have broad applications and are dominantly synthesized via the harsh and water-sensitive ring-opening polymerization of β-lactams in a glovebox or using a Schlenk line, catalyzed by the strong base LiN(SiMe3)2. We have developed a controllable and water-insensitive ring-opening polymerization of β-amino acid N-thiocarboxyanhydrides (β-NTAs) that can be operated in open vessels to prepare poly-β-peptides in high yields, with diverse functional groups, variable chain length, narrow dispersity and defined architecture. These merits imply wide applications of β-NTA polymerization and resulting poly-β-peptides, which is validated by the finding of a HDP-mimicking poly-β-peptide with potent antimicrobial activities. The living β-NTA polymerization enables the controllable synthesis of random, block copolymers and easy tuning of both terminal groups of polypeptides, which facilitated the unravelling of the antibacterial mechanism using the fluorophore-labelled poly-β-peptide.

3-Pyridyl enantiomers and their use as analgesics

The present invention relates to a method of controlling pain in mammals, including humans, comprising administering to a mammal or patient in need of treatment thereof selected compounds of formula I: STR1 or a pharmaceutically acceptable salt thereof. The invention further relates to selected (R) and (S) compounds of formula I above which are useful as analgesics as well as neuronal cell death preventors and anti-inflammatories.

Efficient asymmetric synthesis of ABT-594; a potent, orally effective analgesic

A concise asymmetric synthesis of (R)-2-chloro-5-(2- azetidinylmethoxy)pyridine (ABT-594) is presented in which the key intermediate t-butoxycarbonyl protected (2R)-azetidinylalcohol is obtained in three steps from the dibenzyl ester of D-aspartic acid in 44% yield and >99% ee.

Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)

Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of (+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand.

4-Substituted-2-azetidinone compound, process of producing the compounds, and medicaments containing the compounds

A novel 4-substituted-2-azetidinone compound shown by the general formula STR1 and salts thereof. The compounds of this invention have a strong CNS activity and are useful for improving a disturbance of consciousness in schizophrenia, a head injury, etc., or improving hypobulia, memory loss, etc.