127560-92-3

Basic information

• Product Name: (R,S)-4-benzylamino-4,5-dihydro-2(3H)-furanone
• Synonyms: (R,S)-4-benzylamino-4,5-dihydro-2(3H)-furanone
• CAS NO: 127560-92-3
• Molecular Weight: 191.23
• Mol File: 127560-92-3.mol

Chemical Properties

• CAS DataBase Reference: (R,S)-4-benzylamino-4,5-dihydro-2(3H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (R,S)-4-benzylamino-4,5-dihydro-2(3H)-furanone(127560-92-3)
• EPA Substance Registry System: (R,S)-4-benzylamino-4,5-dihydro-2(3H)-furanone(127560-92-3)

Safety Data

• Hazardous Substances Data: 127560-92-3(Hazardous Substances Data)

Upstream product

• 497-23-4 2-buten-4-olide 
• 100-46-9 benzylamine 
• 157036-95-8 1-Benzyl-5-hydroxymethyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid 

Downstream Products

• 206348-65-4 3(S)-[(t-butoxycarbonyl)amino]-γ-butyrolactone 
• 152580-30-8 (+/-)-4-Amino-4,5-dihydro-2(3H)-furanone 
• 335265-63-9 (R,S)-4-benzylamino-3,3-diallyl-4,5-dihydro-2(3H)-furanone 

Relevant articles and documents

A new approach to the synthesis of functionalized pyrido[2,3-b]indoles by way of a palladium-catalyzed ring closing reaction between the N-1 and C- 9a positions

The enolate of 4-N-(tert-butyloxycarbonyl)aminobutyro-γ-lactone 9 reacted with 2-bromo-1methylindole-3-carboxaldehyde in the presence of stannic chloride to give the product of aldol condensation 16. Deprotection and dehydration of the latter with trifluo

N substituted 3-amino-2,2-di-c-alkyl-1,4-butyrolactones and 1,4-thiobutyrolactones for use as promoter of γ-aminobutyric acid activity and for treating nervous disorders and preparation method

The invention concerns compounds represented by general formula (I) wherein: Z represents a sulfur or oxygen atom; the groups R1 and R2, identical or different, represent each a alkyl group or an alkenyl group; X represents a CO, a CO2, an SO, or an SO2and the group R represents an alkyl, aryl, alkenyl, or aralkyl group, provided that when Z represents an oxygen atom, X an SO2and R a group (a), R1 and R2 do not both represent the methyl group. The invention also concerns methods for preparing said compounds, pharmaceutical compositions containing them and their use as promoter of γ-aminobutyric acid and as medicine particularly designed for treating nervous disorders.

N-substituted 4-amino-3,3-dipropyl-2(3H)-furanones: New positive allosteric modulators of the GABAA receptor sharing electrophysiological properties with the anticonvulsant loreclezole

1,4-Addition of benzylamine to 2(5H)-furanone followed by dialkylation of the 3-position with allylbromide gave (±)-4-benzyl-3,3-diallyl-2(3H)-furanone (8), which served as the intermediate for the synthesis of various N-substituted 4-amino-3,3-dipropyl-2

1,3-Dipolar Cycloadditions of Ethoxycarbonyl-nitrile Benzylamine, and Synthesis of β-Amino Acids. Synthesis and Reactions of Ethyl 2-Chloro-2-ethoxyacetate and 2-Chloro-2-ethoxyacetyl Chloride

The principles of 1,2-cyano-hydroxylation of olefins were applied to the preparation of 1,2-cyano-amines.The dipole component of this cycloaddition was nitrile imines, which formed pyrazolines with olefins.Ring cleavage was accomplished by thermolysis of 3-carboxypyrazolines, which gave 1,2-cyano-amines and subsequent hydrolysis gave β-amino acids.The synthesis of the title reagents were described.Ethyl 2-chloro-2-ethoxy-acetate gave selectively oximes, hydrazones, nitrones, and phosphonium salts with hydroxylamine, hydrazines, N-substituted hydroxylamines and triphenylphosphine respectively.The phosphonium salt was used in a Wittig reaction with aldehydes to give α-ketoesters.Treatment of the acid chloride with allyl alcohols and subsequently with a monosubstituted hydroxylamine gave the allylic ester nitrone, which underwent intramolecular cyclization.Similarly, intramolecular cyclization were carried out with the allylic ester - nitrile oxime and allylic ester - nitrile imine systems.

ASYMMETRIC 1,4-ADDITIONS TO 5-ALKOXY-2(5H)-FURANONES ENANTIOSELECTIVE SYNTHESIS AND ABSOLUTE CONFIGURATION DETERMINATION OF β-AMINO-γ-BUTYROLACTONES AND AMINO DIOLS

The synthesis of enantiomerically pure β-amino-γ-butyrolactones via asymmetric conjugate addition of various amines to 5-methyloxy-2(5H)-furanone is described.This route provides access to new multifunctional homochiral building blocks.The absolute configuration of the β-amino-γ-butyrolactones is established by X-ray analysis and 1H NMR correlation.The conjugate addition of amines to 2(5H)-furanone, 5-alkyl-2(5H)-furanones and 5-alkoxy-2(5H)-furanones was studied and an enhanced reactivity was observed in 2(5H)-furanones due to a γ-alkoxy-effect.The synthetic utility of the asymmetric amine addition is illustrated in an efficient route to various optically pure 2-amino-1,4-butanediols.