271600-24-9

Usage

Uses

Used in Pharmaceutical Industry:
Pentanoic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (3S)is utilized as a pharmaceutical compound for its diverse biological activities. Its unique structure and properties make it a promising candidate for the development of new drugs and therapeutic agents.
Used in Drug Development:
Pentanoic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (3S)serves as a key component in drug development, where its specific characteristics can be leveraged to create innovative treatments for various medical conditions. Its potential applications may include targeting specific biological pathways or mechanisms related to disease processes.
Used in Research and Development:
Pentanoic acid, 3-[[(phenylmethoxy)carbonyl]amino]-, (3S)is also employed in research and development settings to explore its properties and understand its interactions with biological systems. This knowledge can contribute to the advancement of scientific understanding and the discovery of new therapeutic approaches.

Upstream product

• 501-53-1 benzyl chloroformate 
• 615579-75-4 (3S)-3-[(4R)-2-oxo-4-phenyl-1,3-oxazolan-3-yl]pentanoic acid 
• 147169-14-0 benzyl N-<1-((p-methylphenyl)sulfonyl)propyl>carbamate 
• 1338645-85-4 C₁₃H₁₇NO₃ 
• 615579-62-9 ethyl (3S)-3-[(4R)-2-oxo-4-phenyl-1,3-oxazolan-3-yl]pentanoate 
• 42918-86-5 (S)-2-(((benzyloxy)carbonyl)amino)butanoic acid 
• 922705-22-4 phenylmethyl [(1S)-3-diazo-1-ethyl-2-oxopropyl]carbamate 
• 271600-09-0 [(S)-1-Ethyl-3-oxo-3-((1R,2R,4R)-1,7,7-trimethyl-2-trimethylsilanyloxy-bicyclo[2.2.1]hept-2-yl)-propyl]-carbamic acid benzyl ester 

Downstream Products

• 922705-31-5 phenylmethyl (4S)-4-ethyl-6-oxo-1,3-oxazinane-3-carboxylate 
• 922705-43-9 (3S)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)pentanoic acid 

Relevant academic research and scientific papers

Enantioselective Markovnikov Addition of Carbamates to Allylic Alcohols for the Construction of α-Secondary and α-Tertiary Amines

Herein we describe the development of a Pd-catalyzed enantioselective Markovnikov addition of carbamates to allylic alcohols for the construction of α-tertiary and α-secondary amines. The reaction affords a range of β-amino alcohols, after reduction of the aldehyde in situ, which contain a variety of functional groups in moderate yields and moderate to good enantioselectivities. These products can be readily oxidized to β-amino acids, valuable building blocks for the synthesis of biologically active compounds. Mechanistic studies indicate that the C-N bond formation occurs via a syn amino-palladation mechanism, an insight which may guide future reaction development given the limited number of enantioselective syntheses of α-tertiary amines.

Expedient synthesis of chiral homoallylamines via N, O-acetal TMS ethers and its application

A highly stereoselective and efficient method for the synthesis of optically active homoallylamines was developed. Key features of the method include (1) the utilization of naphthylethylamine as both an excellent chiral auxiliary and the amine source, (2)

Effective methods for the synthesis of N-methyl β-amino acids from all twenty common α-amino acids using 1,3-oxazolidin-5-ones and 1,3-oxazinan-6-ones

N-Methyl β-amino acids are generally required for application in the synthesis of potentially bioactive modified peptides and other oligomers. Previous work highlighted the reductive cleavage of 1,3-oxazolidin-5-ones to synthesise N-methyl α-amino acids. Starting from α-amino acids, two approaches were used to prepare the corresponding N-methyl β-amino acids. First, α-amino acids were converted to N-methyl α-amino acids by the so-called '1,3-oxazolidin-5-one strategy', and these were then homologated by the Arndt-Eistert procedure to afford N-protected N-methyl β-amino acids derived from the 20 common α-amino acids. These compounds were prepared in yields of 23-57% (relative to N-methyl α-amino acid). In a second approach, twelve N-protected α-amino acids could be directly homologated by the Arndt-Eistert procedure, and the resulting β-amino acids were converted to the 1,3-oxazinan-6-ones in 30-45% yield. Finally, reductive cleavage afforded the desired N-methyl β-amino acids in 41-63% yield. One sterically congested β-amino acid, 3-methyl-3-aminobutanoic acid, did give a high yield (95%) of the 1,3-oxazinan-6-one (65), and subsequent reductive cleavage gave the corresponding AIBN-derived N-methyl β-amino acid 61 in 71% yield (Scheme 2). Thus, our protocols allow the ready preparation of all N-methyl β-amino acids derived from the 20 proteinogenic α-amino acids.

Stereoselective formation of N-acyliminium ion via chiral N,O-acetal TMS ether and its application to the synthesis of β-amino acids

(Matrix Presented) The highly stereoselective synthesis of β-amino acids via the chiral 4-phenyloxazolidinone-controlled linear N-acyliminium ion reaction has been achieved by employing chiral N,O-acetal TMS ethers. In addition, the mechanism of the excel

α-Oxymethyl ketone enolates for the asymmetric Mannich reaction. From acetylene and N-alkoxycarbonylimines to β-amino acids

The insufficient diastereoselectivity and generality, which are the main problems of the 'acetate' aza - aldol reaction, can now be addressed through the reaction of the lithium enolate of endo-O-trimethylsilyl acetyl isoborneol with various N[(p-tolylsul