3734-22-3

Basic information

• Product Name: 4-Hydroxy-3-(phenylmethyl)-2(5H)-furanone
• Synonyms: 4-Hydroxy-3-(phenylmethyl)-2(5H)-furanone
• CAS NO: 3734-22-3
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.1953
• Mol File: 3734-22-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 349.7°Cat760mmHg
• Flash Point: 140.9°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 1.73E-05mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 4-Hydroxy-3-(phenylmethyl)-2(5H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-3-(phenylmethyl)-2(5H)-furanone(3734-22-3)
• EPA Substance Registry System: 4-Hydroxy-3-(phenylmethyl)-2(5H)-furanone(3734-22-3)

Safety Data

• Hazardous Substances Data: 3734-22-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H10O3/c12-10-7-14-11(13)9(10)6-8-4-2-1-3-5-8/h1-5,13H,6-7H2

Upstream product

• 100-52-7 benzaldehyde 
• 30030-96-7 3-(Phenylmethylene)-2,4(3H,5H)-furandione 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 4971-56-6 tetrahydrofuran-2,4-dione 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 57956-49-7 {(1-methoxy-3-phenylprop-1-en-1-yl)oxy}trimethylsilane 
• 81790-41-2 methyl-2-(chloroacetyl)-3-phenylpropanoate 

Downstream Products

• 1236161-65-1 (3S)-3-benzyl-3-(3-oxopentyl)furan-2,4(3H,5H)-dione 
• 1236161-76-4 (3aS,7aR)-(-)-7a-benzyl-3a-hydroxy-4-methyltetrahydro-2-benzofuran-1,5(3H,4H)-dione 
• 1236161-47-9 (3R)-(-)-3-benzyl-3-(3-oxobutyl)furan-2,4(3H,5H)-dione 
• 1236161-46-8 (3S)-(+)-3-benzyl-3-(3-oxobutyl)furan-2,4(3H,5H)-dione 
• 1236161-49-1 (3aR,7aS)-(+)-7a-benzyl-3a-hydroxytetrahydro-2-benzofuran-1,5(3H,4H)-dione 
• 1236161-50-4 (3aS,7aR)-(-)-7a-benzyl-3a-hydroxytetrahydro-2-benzofuran-1,5(3H,4H)-dione 
• 1338062-52-4 3-benzyl-3-[2,2-bis(4-chlorophenyl)ethenyl]tetrahydrofuran-2,4-dione 
• 1338062-45-5 3-[2-acetoxy-2,2-bis(4-chlorophenyl)ethyl]-3-benzyltetrahydrofuran-2,4-dione 

Relevant articles and documents

Synthesis of an Iridoid-Inspired Compound Collection and Discovery of Autophagy Inhibitors

Iridoids comprise a large group of monoterpenoid natural products displaying a diverse array of biological activities ranging from neurotrophic to anti-inflammatory and anti-tumorigenic properties. Therefore, the development of concise synthesis routes to compound collections inspired by the structural features of these natural products is of particular relevance for chemical biology and medicinal chemistry. Herein we describe a samarium diiodide-mediated synthesis of a small, focused iridoid-inspired compound collection. Characterization of these iridoid analogues in biological assays revealed novel small-molecule inhibitors of autophagy.

Direct catalytic asymmetric synthesis of highly functionalized tetronic acids/tetrahydro-isobenzofuran-1,5-diones via combination of cascade three-component reductive alkylations and Michael-aldol reactions

A practical and sustainable chemical process for the synthesis of highly substituted tetrahydro-isobenzofuran-1,5-diones was achieved for the first time through asymmetric cascade Michael-aldol reaction of 4-hydroxy-3-alkyl-5H-furan- 2-ones with alkyl vinyl ketones in the presence of a catalytic amount of l-proline or 9-amino-9-deoxyepiquinine/TCA. In this article, we discovered for the first time the asymmetric synthesis of privileged bicyclic lactones through kinetic resolution and show the synthetic application to pharmaceuticals and natural products synthesis.

Stereoselective, biogenetically patterned synthesis of (±)-aplysistatin

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