70402-10-7

Basic information

• Product Name: 6-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one
• Synonyms: 6-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one;Isopatulin;Neopatulin
• CAS NO: 70402-10-7
• Molecular Formula: C7H6O4
• Molecular Weight: 154.1201
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 70402-10-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 513.7°Cat760mmHg
• Flash Point: 226.8°C
• Appearance: /
• Density: 1.52g/cm³
• Vapor Pressure: 1.06E-12mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Acetone
• CAS DataBase Reference: 6-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one(70402-10-7)
• EPA Substance Registry System: 6-Hydroxy-4H-furo[3,2-c]pyran-2(6H)-one(70402-10-7)

Safety Data

• Hazardous Substances Data: 70402-10-7(Hazardous Substances Data)

Usage

Uses

Neopatulin is a mycotoxic substance which is produced by Penicillium and Aspergillus species. The molecule possesses useful antibiotic and antibacterial properties, but it is also an unwelcome contaminant in food and a general plant toxin.

InChI:InChI=1/C7H6O4/c8-6-2-5-4(3-10-6)1-7(9)11-5/h1-2,6,8H,3H2

Upstream product

• 131149-16-1 (S)-O-methylneopatulin 
• 158044-97-4 O-methyl neopatulin 
• 158044-94-1 2-<(tert-butyl)dimethylsiloxy>-4-<<(tert-butyl)dimethylsiloxy>methyl>furan 
• 22596-25-4 methyl 2,3-O-isopropylidene-β-L-erythro-pentopyranosid-4-ulose 
• 87-72-9 D-lyxose 
• 60562-98-3 methyl 2,3-O-isopropylidene-α-D-lyxopyranoside 
• 131149-15-0 (6S,7S,7aS)-7-hydroxy-6-methoxy-7,7a-dihydrofuro<3,2-c>pyran-2(4H,6H)-one 
• 131149-12-7 methyl 4--4-deoxy-2,3-O-isopropylidene-β-L-erythro-pentopyranoside 
• 18449-76-8 methyl α-D-lyxopyranoside 
• 135234-98-9 C₇H₆O₄ 

Relevant articles and documents

An Efficient Total Synthesis of Neopatulin

A new, highly efficient synthesis of neopatulin (1) has been achieved through Lewis acid-catalysed aldol reaction of 2-formyl-1,3-dithiane (4) with 2-(tert-butyldimethylsiloxy)-4-furan (5).

Ylidenebutenolide Mycotoxins. Concise Syntheses of Patulin and Neopatulin from Carbohydrate Precursors

Conversion of arabinose 10 to the protected ketone 13 followed by Wittig condensation to 14, acidcatalysed cyclisation (to lactone 16), dehydration and deprotection provides a brief synthesis of the mycotoxic substance patulin 1, which is produced by Penicillium and Aspergillus spp.In a similar manner, the biogenetic precursor to patulin, neopatulin 8, is synthesized from lyxose 25 via the key intermediates 24, 28 and 30.