201152-47-8

Usage

Uses

Used in Pharmaceutical Industry:
BOC-PHG-OSU is used as a coupling reagent for the synthesis of peptides with specific sequences and structures. Its high efficiency and mild reaction conditions allow for the rapid and reliable formation of peptide bonds, making it a popular choice in the production of therapeutic peptides.
Used in Biotechnology Industry:
BOC-PHG-OSU is employed as a key component in the synthesis of bioactive peptides. Its ability to selectively activate carboxylic acids for amide bond formation enables the creation of peptides with tailored properties, such as enhanced stability, bioavailability, and target specificity. This contributes to the development of innovative biotechnological applications, including drug delivery systems and diagnostic tools.

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 2900-27-8 (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid 
• 2935-35-5 (S)-2-phenylglycine 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1133822-80-6 spiro[(4-ethyl-7,8-dihydropyrano[3,2-g]chromen-2-one)-8,1'-cyclohexane] N-(N-tert-butyloxycarbonyl-L-2-phenylglycyl)hydrazone 
• 135911-86-3 [(1S,2S,4R)-4-({(S)-[(1H-Benzoimidazol-2-ylmethyl)-carbamoyl]-phenyl-methyl}-carbamoyl)-1-benzyl-2-hydroxy-5-phenyl-pentyl]-carbamic acid tert-butyl ester 
• 135832-68-7 {(1S,2S,4R)-1-Benzyl-4-[((S)-benzylcarbamoyl-phenyl-methyl)-carbamoyl]-2-hydroxy-5-phenyl-pentyl}-carbamic acid tert-butyl ester 
• 135832-70-1 ((1S,2S,4R)-1-Benzyl-4-{[(S)-(3-dimethylamino-propylcarbamoyl)-phenyl-methyl]-carbamoyl}-2-hydroxy-5-phenyl-pentyl)-carbamic acid tert-butyl ester 
• 155322-81-9 (S)-2-amino-N-benzyl-2-phenylacetamide 
• 117422-78-3 (S)-tert-butyl (2-(benzylamino)-2-oxo-1-phenylethyl)carbamate 

Relevant academic research and scientific papers

Synthesis of amino acid derivatives of hydrazones and oximes of spirodihydropyranochromen-2-ones

Sulfur-and nitrogen-containing derivatives of spirodihydropyranochromen-2- ones at the exocyclic oxygen atom have been synthesized. Modification of the oximes and hydrazones of the spiro-substituted pyranocoumarins with N-substituted amino acids were carried out using activated ester and symmetrical anhydride methods.

Combinatorial synthesis through disulfide exchange: Discovery of potent psammaplin A type antibacterial agents active against methicillin-resistant Staphylococcus aureus (MRSA)

Psammaplin A is a symmetrical bromotyrosine-derived disulfide natural product isolated from the Psammaplysilla sponge, which exhibits in vitro antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). Inspired by the structure of this marine natural product, a combinatorial scrambling strategy for the construction of heterodimeric disulfide analogues was developed and applied to the construction of a 3828-membered library starting from 88 homodimeric disulfides. These psammaplin A analogues were screened directly against various gram positive bacterial strains leading to the discovery of a series of potent antibacterial agents active against methicillin-resistant Staphylococcus aureus (MRSA). Among the most active leads derived from these studies are compounds 104, 105, 113, 115, 123, and 128. The present, catalytically-induced, disulfide exchange strategy may be extendable to other types of building blocks bearing thiol groups facilitating the construction of diverse discovery-oriented combinatorial libraries.

Design and synthesis of HIV protease inhibitors. Variations of the carboxy terminus of the HIV protease inhibitor L-682,679

A series of tetrapeptide analogues of 1 (L-682,679), in which the carboxy terminus has been shortened and modified, was prepared and their inhibitory activity measured against the HIV protease in a peptide cleavage assay. Selected examples were tested as inhibitors of virus spread in cell culture. Compound 12 was a 10-fold more potent enzyme inhibitor than 1 in vitro and 30-fold more potent in inhibiting the viral spread in cells.