53871-85-5

Basic information

• Product Name: Carbamic acid, [2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1-[(4-nitrophenyl)methyl]-2-oxoethyl]-, 1,1-dimethylethyl ester, (S)-
• CAS NO: 53871-85-5
• Molecular Formula: C18H21N3O8
• Molecular Weight: 407.38
• Mol File: 53871-85-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1-[(4-nitrophenyl)methyl]-2-oxoethyl]-, 1,1-dimethylethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1-[(4-nitrophenyl)methyl]-2-oxoethyl]-, 1,1-dimethylethyl ester, (S)-(53871-85-5)
• EPA Substance Registry System: Carbamic acid, [2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1-[(4-nitrophenyl)methyl]-2-oxoethyl]-, 1,1-dimethylethyl ester, (S)-(53871-85-5)

Safety Data

• Hazardous Substances Data: 53871-85-5(Hazardous Substances Data)

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 33305-77-0 Boc-Phe(p-NO₂)-OH 
• 24424-99-5 di-tert-butyl dicarbonate 
• 949-99-5 4-nitro-3-phenyl-L-alanine 

Downstream Products

• 295321-40-3 (S)-2,4-Bis-[(S)-2-tert-butoxycarbonylamino-3-(4-nitro-phenyl)-propionylamino]-butyric acid 
• 390424-55-2 [1-(2-{2-[2-tert-butoxycarbonylamino-3-(4-nitro-phenyl)-propionylamino]-ethyldisulfanyl}-ethylcarbamoyl)-2-(4-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester 
• 295321-65-2 (S)-2-Amino-N-{(S)-3-[(S)-2-amino-3-(4-amino-phenyl)-propionylamino]-1-hydroxymethyl-propyl}-3-(4-amino-phenyl)-propionamide 
• 295321-55-0 (S)-2-Amino-N-{(S)-3-[(S)-2-amino-3-(4-nitro-phenyl)-propionylamino]-1-hydroxymethyl-propyl}-3-(4-nitro-phenyl)-propionamide 
• 295321-47-0 [1-{3-[2-tert-butoxycarbonylamino-3-(4-nitro-phenyl)-propionylamino]-1-hydroxymethyl-propylcarbamoyl}-2-(4-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

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.