78981-25-6

Usage

Uses

Used in Peptide Synthesis:
BOC-D-ALA-NH2 is used as a building block for the synthesis of complex peptides. It is incorporated into larger peptide chains with other amino acids to create custom-designed peptides for research and pharmaceutical applications. The BOC protecting group allows for the controlled and selective modification of the molecule, facilitating the synthesis of peptides with specific properties and functions.
Used in Pharmaceutical Applications:
BOC-D-ALA-NH2 is used as a precursor for the production of other peptides and amino acid derivatives that have potential pharmaceutical applications. BOC-D-ALA-NH2 can be modified and incorporated into larger peptide chains to develop new drugs with specific therapeutic effects.
Used in Research Applications:
BOC-D-ALA-NH2 is used in research to study the properties and functions of peptides and amino acid derivatives. It can be used to investigate the structure, stability, and biological activity of peptides, contributing to the understanding of their roles in various biological processes and the development of new therapeutic agents.

Upstream product

• 15761-38-3 L-N-Boc-Ala 

Downstream Products

• 141041-80-7 N-(tert-Butyloxycarbonyl)-DL-alaninnitril 
• 1357830-46-6 tert-butyl 1-(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)ethylcarbamate 
• 149632-73-5 dl-1-amino-2-(1,1-dimethylethoxy)carbonylamino-propane 
• 146552-71-8 (S)-tert-butyl 1-aminopropan-2-ylcarbamate 
• 1332873-13-8 benzyl 2-(1-(tert-butoxycarbonylamino)ethyl)thiazole-5-carboxylate 
• 1354939-20-0 C₃₇H₆₀N₄O₉Si₂ 
• 33208-99-0 (S)-alaninamide hydrochloride 
• 268553-44-2 tert-butyl (R)-(1-amino-1-thioxopropan-2-yl)carbamate 
• 100927-09-1 (R)-tert-butyl (1-cyanoethyl)carbamate 
• 100927-10-4 tert-butyl N-[(1R)-2-amino-1-methyl-ethyl]carbamate 
• 1354939-21-1 C₃₇H₆₀N₄O₉Si₂ 
• 71810-97-4 D-alaninamide hydrochloride 
• 35320-22-0 D-alaninamide 
• 1262796-98-4 (R)-tert-butyl 1-(3-((4-chlorophenyl)carbamoyl)pyridin-2-ylamino)-1-oxopropan-2-ylcarbamate 

Relevant academic research and scientific papers

Solid-Phase Total Synthesis of Yaku'amide B Enabled by Traceless Staudinger Ligation

We report a solid-phase strategy for total synthesis of the peptidic natural product yaku'amide B (1), which exhibits antiproliferative activity against various cancer cells. Its linear tridecapeptide sequence bears four β,β-dialkylated α,β-dehydroamino acid residues and is capped with an N-terminal acyl group (NTA) and a C-terminal amine (CTA). To realize the Fmoc-based solid-phase synthesis of this complex structure, we developed new methods for enamide formation, enamide deprotection, and C-terminal modification. First, traceless Staudinger ligation enabled enamide formation between sterically encumbered alkenyl azides and newly designed phosphinophenol esters. Second, application of Eu(OTf)3 led to chemoselective removal of the enamide Boc groups without detaching the resin linker. Finally, resin-cleavage and C-terminus modification were simultaneously achieved with an ester–amide exchange reaction using CTA and AlMe3 to deliver 1 in 9.1 % overall yield (24 steps from the resin).