New oxazol-5-yl-ethanone derivative, useful as building blocks for the synthesis of complex compounds e.g. drugs and pesticides e.g. phorboxazole A and is also useful for producing optical materials

Simple SummaryContent extracted from patent full text and abstract with AI.

This patent describes a new type of chemical compound called an oxazol-5-yl-ethanone derivative, along with methods for preparing it and related compounds. These derivatives can be used as essential chemical building blocks in the synthesis of more complex molecules, such as pharmaceutical drugs, pesticides like phorboxazole A, and optical materials.

Use CasesContent extracted from patent full text and abstract with AI.

• Serving as building blocks for the synthesis of pharmaceutical drugs.
• Enabling the creation of pesticides, including specific molecules like phorboxazole A.
• Producing specialty optical materials used in photonics or electronics.
• Facilitating advanced materials science research through the provision of versatile chemical intermediates.
• Supporting the development of new chemical entities in medicinal and agrochemical research.

BenefitsContent extracted from patent full text and abstract with AI.

• Enables efficient synthesis of complex molecules by providing versatile and customizable building blocks.
• Allows for flexible modification due to the broad range of substituents and chiral forms available.
• Supports both pharmaceutical and materials science industries, enhancing innovation potential in multiple fields.
• May streamline synthetic routes, potentially reducing cost and steps in chemical manufacturing.
• Can contribute to the rapid development of drugs, pesticides, and advanced material products due to its utility in creating diversely functionalized compounds.

Technical Classifications (CPCs)

Inventors & Applicants

Patent Abstract

Oxazol-5-yl-ethanone derivative (I) is new. Oxazol-5-yl-ethanone derivative of formula (I) is new. R 1>alkyl, aryl, alkenyl, alkynyl, cycloalkyl or heterocyclyl (all optionally substituted), where the substituents are present in the chiral form; and R 2>, R 3>alkyl, aryl, alkenyl, alkynyl, cycloalkyl or heterocyclyl (all optionally substituted) or H, where the substituents are present in chiral form. Independent claims are also included for: (1) the preparation of (I); (2) a vinyl oxazole derivative of formula (V); (3) preparing (V) comprising (a) reacting an allene derivative of formula (R 3>-CH=C=CH-OR 4>) (II) with a nitrile derivative of formula (R 1>-CN) (III); (b) adding a carboxylic acid of formula (R 2>-COOH) (IV) to the above reaction mixture; (c) reacting the product obtained from (b) with an acid, preferably trifluoroacetic acid; and (d) reducing the product obtained from (c) with a suitable reducing agent for reducing the acyl group to hydroxyl group and subsequent elimination of the formed hydroxyl group; (4) an oxazole derivative of formula (VI); and (5) preparing (VI) comprising the steps (a), (b), (c) and (f) reducing the products obtained from (c) with a suitable reducing agent for reducing the acyl group to hydroxyl group and subsequent nucleophilic substitution of the hydroxyl group. R 4>optionally substituted (cyclo)alkoxy, preferably 2-(trimethylsilyl)ethoxy, benzyloxy or p-alkoxy(benzyl)oxy; and Nu : OH, halo, trifluoromethane sulfonate, nonafluorobutane sulfonate, p-toluenesulfonate, p-bromobenzene sulfonate, p-nitrobenzene sulfonate, methane sulfonate, 2,2,2-trifluoroethane sulfonate, primary, secondary or tertiary amine, azide, thiol, alkoxy or cycloalkoxy, preferably OH, F or optionally substituted 1-12C alkoxy. [Image] [Image].