179412-79-4

Usage

Uses

Used in Peptide Synthesis:
BOC-D-LEU-OH is used as a building block in peptide synthesis for its ability to protect the amino acid during the assembly process. The BOC group ensures selective deprotection, allowing for the controlled synthesis of complex peptide sequences.
Used in Biochemical Research:
In biochemical research, BOC-D-LEU-OH is used as a reagent to study the properties and interactions of peptides and proteins. Its unique structure and protective group enable researchers to investigate the effects of specific amino acid sequences on biological systems.
Used in Medicinal Chemistry:
BOC-D-LEU-OH is utilized in medicinal chemistry as a key component in the development of peptide-based drugs. Its versatility and compatibility with standard peptide coupling reagents make it an essential tool for designing and synthesizing therapeutic peptides with specific biological activities.
Used in Drug Development:
BOC-D-LEU-OH is used as a starting material in the synthesis of peptide drugs, contributing to the development of novel therapeutic agents with improved pharmacological properties. Its high solubility in organic solvents facilitates the synthesis process, while its stability ensures the production of high-quality peptide drugs.
Used in Chemical Synthesis:
BOC-D-LEU-OH is employed as a versatile intermediate in the synthesis of various chemical compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and protective group make it a valuable building block for the development of new and innovative chemical products.

Upstream product

• 67865-71-8 (S)-3-(tert-butoxycarbonylamino)-1-diazo-4-methylpentan-2-one 
• 1630982-18-1 (S)-3-(N-tert-butoxycarbonylamine)-3-tert-butylpropanenitrile 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1276653-90-7 (S)-2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-3-isopropylisoxazolidin-5-one 
• 13734-41-3 t-Boc-L-valine 
• 679789-26-5 (S)-β³-homovalyl methyl ester 
• 511550-54-2 methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-4-methylpentanoate 

Downstream Products

• 288623-03-0 N-carboxy-(S)-3-amino-4-methylpentanoic acid anhydride 
• 142342-78-7 (S)-3-Amino-4-methyl-pentanoic acid ethyl ester 

Relevant academic research and scientific papers

Protein-protein interface mimicry by an oxazoline piperidine-2,4-dione

Representative minimalist mimics 1 were prepared from amino acids. Scaffold 1 was not designed to mimic any particular secondary structure, but simulated accessible conformations of this material were compared with common ideal secondary structures and with >125000 different protein-protein interaction (PPI) interfaces. This data mining exercise indicates that scaffolds 1 can mimic features of sheet-turn-sheets, somewhat fewer helical motifs, and numerous PPI interface regions that do not resemble any particular secondary structure.

Synthesis and conformation of fluorinated β-peptidic compounds

Experimental and theoretical data indicate that, for α-fluoroamides, the F-C-C(O)-N(H) moiety adopts an antiperiplanar conformation. In addition, a gauche conformation is favoured between the vicinal C-F and C-N(CO) bonds in N-β-fluoroethylamides. This study details the synthesis of a series of fluorinated β-peptides (1-8) designed to use these stereoelectronic effects to control the conformation of β-peptide bonds. X-ray crystal structures of these compounds revealed the expected conformations: with fluorine β to a nitrogen adopting a gauche conformation, and fluorine α to a C=O group adopting an antiperiplanar conformation. Thus, the strategic placement of fluorine can control the conformation of a β-peptide bond, with the possibility of directing the secondary structures of β-peptides. Copyright

Experimental and theoretical studies on Mannich-type reactions of chiral non-racemic N-(benzyloxyethyl) nitrones

The nucleophilic addition of both silyl ketene acetals and lithium enolates derived from methyl acetate to chiral non-racemic N-(benzyloxyethyl)nitrones has been studied both experimentally and theoretically. Aromatic nitrones showed lower reactivity that

A convenient synthesis of chiral β3-amino acids

A novel method for the synthesis of chiral β3-amino acids is developed where the acid functionality was built by oxidative cleavage of an α-allylic group that was introduced by Evans' asymmetric alkylation of an appropriate acid substrate and the amino part came from the amide of the original carboxyl group following a modified Hofmann rearrangement reaction.

Synthesis of optically active β-amino acid N-carboxyanhydrides

(Equation presented) Methodology has been developed for the general synthesis of optically active β-amino acid N-carboxyanhydrides (β-NCAs) through cyclization of Nβ-Boc or Nβ-Cbz β-amino acids using phosphorus tribromide. The format