609358-89-6

Usage

Uses

Used in Organic Synthesis:
D-Alaninamide, 3-(phenylseleno)-D-alanyl-3-(phenylseleno)is utilized as a building block in organic synthesis for creating novel compounds. Its unique structure allows for the development of new molecules with potential applications in various industries.
Used in Chemical Biology:
In chemical biology, D-Alaninamide, 3-(phenylseleno)-D-alanyl-3-(phenylseleno)serves as a valuable component for studying protein structure and function. Its incorporation into peptides and other biomolecules can provide insights into their behavior and interactions.
Used in Medicinal Chemistry:
D-Alaninamide, 3-(phenylseleno)-D-alanyl-3-(phenylseleno)is employed in medicinal chemistry as a potential candidate for drug development. Its unique properties and structure may contribute to the design of new therapeutic agents with specific targets and mechanisms of action.
Used in Drug Development:
In the pharmaceutical industry, D-Alaninamide, 3-(phenylseleno)-D-alanyl-3-(phenylseleno)is used as a key component in drug development. Its potential to be modified and incorporated into various molecular frameworks makes it a promising candidate for the creation of innovative medications.

Upstream product

• 179087-83-3 (S)-2-tert-butoxycarbonylamino-3-phenylselanylpropionic acid 
• 609359-14-0 (1-carbamoyl-2-phenylselanyl-ethyl)-carbamic acid tert-butyl ester 
• 609359-15-1 2-amino-3-phenylselanyl-propionamide 
• 609359-16-2 [(R)-1-((R)-1-Carbamoyl-2-phenylselanyl-ethylcarbamoyl)-2-phenylselanyl-ethyl]-carbamic acid tert-butyl ester 

Downstream Products

• 800388-90-3 C₈₂H₁₁₇N₁₅O₁₅S₅Se₂Si₃ 
• 864523-58-0 2-(tert-butyl-diphenyl-silanyloxymethyl)-thiazole-4-carboxylic acid [1-(1-carbamoyl-vinylcarbamoyl)-vinyl]-amide 

Relevant academic research and scientific papers

Total synthesis of siomycin A

We have succeeded in the total synthesis of siomycin A, a representative compound of the thiostrepton family of peptide antibiotics, featuring the one-pot cyclization-elongation of our strategic intermediates and the late-stage formations of the thiazolin

Total synthesis of thiostrepton. Retrosynthetic analysis and construction of key building blocks

The first phase of the total synthesis of thiostrepton (1), a highly complex thiopeptide antibiotic, is described. After a brief introduction to the target molecule and its structural motifs, it is shown that retrosynthetic analysis of thiostrepton reveals compounds 23, 24, 26, 28, and 29 as potential key building blocks for the projected total synthesis. Concise and stereoselective constructions of all these intermediates are then described. The synthesis of the dehydropiperidine core 28 was based on a biosynthetically inspired aza-Diels-Alder dimerization of an appropriate azadiene system, an approach that was initially plagued with several problems which were, however, resolved satisfactorily by systematic investigations. The quinaldic acid fragment 24 and the thiazoline-thiazole segment 26 were synthesized by a series of reactions that included asymmetric and other stereoselective processes. The dehydroalanine tail precursor 23 and the alanine equivalent 29 were also prepared from the appropriate amino acids. Finally, a method was developed for the direct coupling of the labile dehydropiperidine key building block 28 to the more advanced and stable peptide intermediate 27 through capture with the highly reactive alanine equivalent 67 under conditions that avoided the initially encountered destructive ring contraction process.