862095-79-2

Basic information

• Product Name: 4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one
• Synonyms: 4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one;(4aR,9aS)-4,4a,9,9a-tetrahydro-Indeno[2,1-b]-1,4-oxazin-3(2H)-one
• CAS NO: 862095-79-2
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189
• Mol File: 862095-79-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 198-200 °C (decomp)(Solv: ethyl acetate (141-78-6))
• Boiling Point: 433.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1.228±0.06 g/cm3(Predicted)
• PKA: 13?+-.0.20(Predicted)
• CAS DataBase Reference: 4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one(862095-79-2)
• EPA Substance Registry System: 4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one(862095-79-2)

Safety Data

• Hazardous Substances Data: 862095-79-2(Hazardous Substances Data)

Usage

General Description

4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one is a chemical compound with a unique structure that contains a bicyclic system with an oxazin ring. It is a heterocyclic compound that can exhibit various biological activities, and its derivatives have been studied for their potential pharmacological applications. 4，4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one's structure and functional groups make it a versatile building block for the synthesis of other complex organic molecules, and it is often used in medicinal and synthetic organic chemistry research. Additionally, its unique structure also makes it a potential candidate for the development of novel drugs or pharmaceutical agents.

Upstream product

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

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 
• 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 
• 1345817-96-0 (Z)-2-mesityl-1-((4aR,9aS)-4,4a,9,9a-tetrahydroindeno[2,1b][1,4]oxazin-3(2H)-ylidene)hydrazine hydrochloride 
• 1394957-71-1 (4aR,9aS)-6-bromo-4-hydroxy-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 
• 1346682-03-8 (4aR,9aS)-4-[(3-mesitylpropanoyl)oxy]-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one 

Relevant articles and documents

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.

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.

Preparation of chiral and achiral triazolium salts: Carbene precursors with demonstrated synthetic utility

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