15315-03-4

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 622-30-0 N-benzyl hydroxylalmine 
• 29601-98-7 N-benzylhydroxylamine hydrochloride 

Downstream Products

• 15258-08-9 N-(3-Methyl-benzyloxy)-N-benzyl-carbamidsaeure-ethylester 
• 15258-22-7 N-(1-Phenyl-ethoxy)-N-benzyl-carbamidsaeure-ethylester 
• 5555-84-0 N-(2-Methyl-benzyloxy)-N-benzyl-carbamidsaeure-ethylester 

Relevant academic research and scientific papers

Dehydrogenative TEMPO-Mediated Formation of Unstable Nitrones: Easy Access to N-Carbamoyl Isoxazolines

N-carbamoyl nitrones represent an important class of reagents for the synthesis of a variety of natural and biologically active compounds. These compounds are generally converted into valuable 4-isoxazolines upon cyclization reaction with dipolarophiles. However, these types of N-protected nitrones are highly unstable, which limits their synthesis, storage and practical use, enforcing alternative lengthy or elaborated synthetic routes. In this work, a 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-mediated formal "dehydrogenation" of N-protected benzyl-, allyl- and alkyl-substituted hydroxylamines followed by in situ trapping of the generated unstable nitrones into N-carbamoyl 4-isoxazolines is presented. A plausible mechanism is also proposed, in which the dipolarophile shows an important assistant role in the generation of the active nitrone intermediate. This simple protocol avoids the problematic isolation of N-carbamoyl protected nitrones, providing new synthetic possibilities in isoxazoline chemistry.

Process for preparing alkyl (n-phenylsulfonyloxy) carbamates

1,4-Benzodiazepin-2-ones bearing an acylamidoalkyl-substituent in the 1-position and methods for the preparation thereof are disclosed. These 1,4-benzodiazepin-2-ones exhibit sedative, anti-convulsant and muscle relaxant activity.