1309359-79-2

Usage

Uses

Used in Pharmaceutical Industry:
Tert-butyl 5-oxoazocane-1-carboxylate is used as a key reactant for the synthesis of lycopodium alkaloids, which are a group of naturally occurring organic compounds with diverse biological activities. These alkaloids have been found to possess various pharmacological properties, including anti-inflammatory, analgesic, and anti-cancer effects. The synthesis of these alkaloids using tert-butyl 5-oxoazocane-1-carboxylate as a reactant allows for the development of new drugs and therapeutic agents to treat various medical conditions.
Used in Organic Chemistry Research:
In the field of organic chemistry, tert-butyl 5-oxoazocane-1-carboxylate is used as a versatile building block for the synthesis of complex organic molecules. Its unique chemical structure enables it to participate in various chemical reactions, such as nucleophilic addition, substitution, and rearrangement reactions. This makes it a valuable compound for researchers working on the development of new synthetic routes and methodologies in organic chemistry.
Used in the Synthesis of Lycopodium Alkaloids:
Tert-butyl 5-oxoazocane-1-carboxylate is specifically used as a reactant in the synthesis of lycopodium alkaloids, which are a class of naturally occurring compounds with diverse biological activities. The synthesis of these alkaloids using tert-butyl 5-oxoazocane-1-carboxylate as a reactant allows for the exploration of their potential applications in the pharmaceutical industry, as well as the development of new drugs and therapeutic agents to treat various medical conditions.

Upstream product

• 57294-38-9 N-(tert-butoxycarbonyl)-4-aminobutanoic acid 
• 85909-08-6 tert-butyl 2-oxopyrrolidine-1-carboxylate 
• 1606141-46-1 4-(allyl(tert-butoxycarbonyl)amino)butanoic acid 
• 98977-36-7 3-oxo-piperidine-1-carboxylic acid tert-butyl ester 
• 188975-88-4 tert-butyl 4-oxoazepane-1-carboxylate 
• 1309359-82-7 1-tert-butyl 4-ethyl 5-oxoazocane-1,4-dicarboxylate 

Relevant academic research and scientific papers

Total synthesis of (±)-alopecuridine and its biomimetic transformation into (±)-sieboldine A

The features you need: The first total synthesis of lycopodium alkaloid alopecuridine has been achieved in 13 steps in the longest linear sequence, and its biomimetic conversion into sieboldine A has been validated through a two-step oxidation. The synthesis features a semipinacol rearrangement of a functionalized medium-sized ring and an intramolecular pinacol coupling mediated by SmI2 (see scheme; Boc=tert-butoxycarbonyl).

A Facile Synthesis of N -Boc-azocan-5-one

The azacycloalkane 1-azocan-5-one is embedded in the structure of several products of natural origin displaying a variety of bioactivities. Two convenient and straightforward routes were developed to synthesize N -Boc-azocan-5-one from readily available raw materials featuring a ring-closing metathesis (RCM) reaction as the key step.

Catalytic Ring Expansions of Cyclic Alcohols Enabled by Proton-Coupled Electron Transfer

We report here a catalytic method for the modular ring expansion of cyclic aliphatic alcohols. In this work, proton-coupled electron transfer activation of an allylic alcohol substrate affords an alkoxy radical intermediate that undergoes subsequent C-C bond cleavage to furnish an enone and a tethered alkyl radical. Recombination of this alkyl radical with the revealed olefin acceptor in turn produces a ring-expanded ketone product. The regioselectivity of this C-C bond-forming event can be reliably controlled via substituents on the olefin substrate, providing a means to convert a simple N-membered ring substrate to either n+1 or n+2 ring adducts in a selective fashion.

BRADYKININ 1 RECEPTOR ANTAGONISTS

The invention encompasses novel compounds and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions and methods for treatment of diseases mediated by B1 bradykinin receptor.