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Usage

Uses

Used in Medicinal Chemistry:
4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one is used as a key intermediate in the development of new pharmaceutical agents, leveraging its unique structure and functional groups to create compounds with potential therapeutic applications.
Used in Synthetic Organic Chemistry Research:
In the field of synthetic organic chemistry, 4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one serves as a valuable component for the synthesis of complex organic molecules, contributing to the advancement of chemical knowledge and the creation of new chemical entities.
Used in Drug Development:
4，4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one is utilized as a potential candidate for the development of novel drugs, with its unique structure offering opportunities for the design of innovative therapeutic agents that could address unmet medical needs.

Upstream product

• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 105-39-5 chloroacetic acid ethyl ester 
• 136030-00-7 (1R,2S)-1-Amino-2-indanol 
• 76-05-1 trifluoroacetic acid 
• 957122-39-3 2-chloro-N-[(1R,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]acetamide 

Downstream Products

• 740816-14-2 5a(S),10b(R)-5a,10b-dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate 
• 1346682-03-8 (4aR,9aS)-4-[(3-mesitylpropanoyl)oxy]-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one 
• 1417826-77-7 (E)-benzyl 3-((4aR,9aS)-4-hydroxy-3-oxo-2,3,4,4a,9,9a-hexahydroindeno[2,1-b][1,4]oxazin-6-yl)acrylate 
• 1394957-71-1 (4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one 
• 1345817-96-0 (Z)-2-mesityl-1-((4aR,9aS)-4,4a,9,9a-tetrahydroindeno[2,1b][1,4]oxazin-3(2H)-ylidene)hydrazine hydrochloride 
• 919102-70-8 (5aS,10bR)-5a,10b-dihydro-2-(2',4',6'-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate 

Relevant academic research and scientific papers

Highly Enantioselective Synthesis of Functionalized Glutarimide Using Oxidative N-Heterocyclic Carbene Catalysis: A Formal Synthesis of (?)-Paroxetine

A simple yet highly effective approach toward enantioselective synthesis of trans-3,4-disubstituted glutarimides from readily available starting materials is developed using oxidative N-heterocyclic carbene catalysis. The catalytic reaction involves a formal [3 + 3] annulation between enals and substituted malonamides enabling the production of glutarimide derivatives in a single chemical operation via concomitant formation of C-C and C-N bonds. The reaction offers easy access to a broad range of functionalized glutarimides with excellent enantioselectivity and good yield. Synthetic application of the method is demonstrated via formal synthesis of (?)-paroxetine and other bioactive molecules.

Amine-promoted asymmetric (4+2) annulations for the enantioselective synthesis of tetrahydropyridines: A traceless and recoverable auxiliary strategy

Gone, without a trace: The in situ reaction of 2-(acetoxymethyl)buta-2,3- dienoate and a secondary amine produces a 2-methylene-3-oxobutanoate equivalent that can be used in asymmetric [4+2] annulations with N-tosylimines to provide tetrahydropyridines in

KINETIC RESOLUTION OF CHIRAL AMINES

The present invention refers to a method for the kinetic resolution of a chiral primary or secondary amine by treating the amine with a chiral, hydroxamic acid derived reagent of the formula (I). These chiral reagents are particularly useful for the kinetic resolution of cyclic amines and may be generated in situ in the presence of an N-heterocyclic carbene, thus allowing for a catalytic reaction.

Catalytic kinetic resolution of cyclic secondary amines

The catalytic resolution of racemic cyclic amines has been achieved by an enantioselective amidation reaction featuring an achiral N-heterocyclic carbene catalyst and a new chiral hydroxamic acid cocatalyst working in concert. The reactions proceed at room temperature, do not generate nonvolatile byproducts, and provide enantioenriched amines by aqueous extraction.

Organocatalytic enantioselective synthesis of nitrogen-substituted dihydropyran-2-ones, a key synthetic intermediate of 1β-methylcarbapenems

Organocatalytic enantioselective cycloadditions providing nitrogen-substituted dihydropyran-2-ones were developed in two catalytic systems. The (3R,4R)-product was a versatile intermediate in the synthesis of 1β-methylcarbapenem antibiotics.

ENANTIOSELECTVE REACTIONS CATALYZED BY CHIRAL TRIAZOLIUM SALTS

This invention provides a convenient method for converting imines and other electrophiles into heterocyclic ring systems. The process does not require the use of metallic reagents, and is catalyzed by an organic heterocyclic carbene catalyst. Accordingly,

Substituted monocyclic CGRP receptor antagonists

Compounds of formula I: (wherein variables A1, A2, A3, A4, m, n, J, Q, R4, Ea, Eb, Ec, R6, R7, Re, Rf, RPG and Y are as described herein) which are antagonists of CGRP receptors and which are useful in the treatment or prevention of diseases in which the CGRP is involved, such as migraine. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CGRP is involved.