180798-01-0

Usage

Uses

Used in Pharmaceutical Industry:
O-Acetyl-N-carbobenzoxyhydroxylamine is used as a protecting group in peptide synthesis for the amino group, facilitating the development of new drugs and the modification of existing drug molecules. Its ability to react with aldehydes and ketones to form oxime derivatives contributes to its utility in drug discovery and optimization processes.
Used in Organic Synthesis:
O-Acetyl-N-carbobenzoxyhydroxylamine is used as a reagent in organic synthesis for its ability to form oxime derivatives with aldehydes and ketones. This property is valuable for the synthesis of complex organic molecules and the development of novel chemical compounds.
Used in Research:
O-Acetyl-N-carbobenzoxyhydroxylamine is used as a research tool in various scientific fields, including chemistry, biochemistry, and pharmaceuticals. Its versatile reactivity and stability make it an essential component in the study of chemical reactions and the development of new methodologies.

InChI:InChI=1/C10H11NO4/c1-8(12)15-11-10(13)14-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3,(H,11,13)

Upstream product

• 3426-71-9 Benzyl N-hydroxycarbamate 
• 108-24-7 acetic anhydride 

Downstream Products

• 1318768-16-9 benzyl (2-(pyridin-2-yl)phenyl)carbamate 

Relevant academic research and scientific papers

N-protected 1,2-oxazetidines as a source of electrophilic oxygen: Straightforward access to benzomorpholines and related heterocycles by using a reactive tether

A hitherto unknown reactivity of a strained four-membered heterocycle, 1,2-oxazetidine, is reported. When reacted with organometallic compounds, this reagent provides electrophilic oxygen with a nitrogen-terminated two-carbon-atom tether. The synthetic versatility of the products obtained was demonstrated in various transformations, leading to efficient synthesis of six-, seven-, and eight-membered heterocyclic systems of pharmaceutical importance. Open and then close: The O-selective ring-opening reaction of 1,2-oxazetidines with organometallic compounds provides tethered phenol derivatives that can be used to access six-, seven-, and eight-membered heterocyclic systems in only a few steps (see scheme; Ts=tosyl).

Bis-Acylated Hydroxylamine Derivatives

The invention provides certain bis-acylated hydroxylamine derivative compounds, pharmaceutical compositions and kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the invention provides methods of using such compounds or pharmaceutical compositions for treating, preventing, or delaying the onset and/or develop of a disease or condition. In some embodiments, the disease or condition is selected from cardiovascular diseases, ischemia, reperfusion injury, cancerous disease, pulmonary hypertension and conditions responsive to nitroxyl therapy.