322407-45-4

Usage

Uses

Used in Pharmaceutical Industry:
Benzenepropanoic acid, β-amino-α-hydroxy-, Methyl ester, (αS,βR)is utilized as an intermediate in the synthesis of pharmaceutical compounds for its unique structural features and reactivity. Its ability to form various derivatives and participate in complex chemical reactions makes it a valuable component in the development of novel drugs and therapeutic agents.
Used in Organic Synthesis:
In the realm of organic synthesis, Benzenepropanoic acid, β-amino-α-hydroxy-, Methyl ester, (αS,βR)serves as a key building block for the creation of more complex organic molecules. Its versatile functional groups and stereochemistry enable it to participate in a wide array of chemical reactions, facilitating the synthesis of advanced organic compounds with specific properties and applications.
Used in Medicinal Chemistry:
Benzenepropanoic acid, β-amino-α-hydroxy-, Methyl ester, (αS,βR)is employed in medicinal chemistry as a potential candidate for the development of new pharmaceutical agents. Its unique structure and properties may contribute to the discovery of innovative drugs with improved efficacy, selectivity, and safety profiles. Further studies are required to fully understand its potential in this field and to optimize its use in drug design and development.

Upstream product

• 103-26-4 Methyl cinnamate 
• 322407-44-3 (2S,3R)-3-Benzylamino-2-benzyloxy-3-phenyl-propionic acid methyl ester 

Downstream Products

• 114977-29-6 2'-epi 3'-epi N-debenzoyl-N-tert-butoxycarbonyl-10-deacetyl taxol 
• 859498-34-3 (2*,4R,5S)-N-tert-butoxycarbonyl-2-(4'-methoxy)phenyl-4-phenyl-1,3-oxazolidine-5-formic acid 
• 859498-33-2 (2*,4R,5S)-methyl N-tert-butoxycarbonyl-2-(4'-methoxy)phenyl-4-phenyl-1,3-oxazolidine-5-methionate 
• 135821-94-2 methyl (2S,3R)-3-benzoylamino-2-hydroxy-3-phenylpropionate 
• 161759-90-6 (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate 

Relevant academic research and scientific papers

IMPROVED AMINOHYDROXYLATION OF ALKENES

The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.

Alkyl 4-chlorobenzoyloxycarbamates as highly effective nitrogen source reagents for the base-free, intermolecular aminohydroxylation reaction

Ethyl-(7), benzyl-(8), tert-butyl-(9), and fluorenylmethyl-4- chlorobenzoyloxycarbamates (10) have been prepared as storable and easy-to-prepare nitrogen sources for use in the intermolecular Sharpless aminohydroxylation reaction and its asymmetric variant. These reagents were found to be effective under base-free reaction conditions. The scope and limitations of these methods have been explored using a variety of alkenes, among which, trans-cinnamates, in particular, proved to be good substrates.

Efficient enantioselective synthesis of α-hydroxy-β-amino acids using the Claisen and Curtius rearrangements

Highly enantioselective and facile synthesis of α-hydroxy-β- amino acids has been achieved using the Claisen and Curtius rearrangements as key reactions. Chiral allylic alcohols were employed, which can be prepared by asymmetric catalysis in both E- and Z

A novel method to synthesize docetaxel and its isomer with high yields

Side chains of docetaxel and its isomer were obtained through Staudinger cycloaddition and catalytic hydrogenation of chlorophenyl intermediates, using chlorobenzaldehyde as starting material. Syntheses of three novel chiral azetidinone derivatives through the Staudinger cycloaddition reaction of chlorophenyl chiral amine Schiff base with different substituted positions were described and their ring-opening reaction under the catalysis of Pd/MgCO 3 or Pd/C to afford side chains of docetaxel and its isomer in high yields was investigated. Finally, docetaxel and its isomer were obtained. Single crystal of (3S,4R)-3-hydroxy-N-[(S)(1-phenyl)ethyl]-4 -(2′-chlorophenyl) -2-azetidinone (4c) was obtained, the configuration of which was determined by X-ray diffraction. Because of the mild cyclization reaction condition and convenient asymmetric resolution operation when p-chlorobenzaldehyde was employed instead of benzaldehyde, the yield of cyclization and hydrogenation increased dramatically and the total yield of docetaxel was higher than the result in literature. When o-chlorobenzaldehyde was employed instead of benzaldehyde an isomer of docetaxel was obtained by the same way.