19615-50-0

Basic information

• Product Name: CHEMBRDG-BB 5924324
• Synonyms: CHEMBRDG-BB 5924324;ETHYL 5-ACETYL-2-METHYL-3-FUROATE;ethyl 5-acetyl-2-methyl-3-furoate(SALTDATA: FREE);5-acetyl-2-methyl-3-furancarboxylic acid ethyl ester;5-acetyl-2-methyl-furan-3-carboxylic acid ethyl ester;ethyl 5-acetyl-2-methyl-furan-3-carboxylate;ethyl 5-acetyl-2-methylfuran-3-carboxylate;ethyl 5-ethanoyl-2-methyl-furan-3-carboxylate
• CAS NO: 19615-50-0
• Molecular Formula: C10H12O4
• Molecular Weight: 196.2
• Mol File: 19615-50-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 303.7°C at 760 mmHg
• Flash Point: 137.5°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 0.000917mmHg at 25°C
• Refractive Index: 1.482
• CAS DataBase Reference: CHEMBRDG-BB 5924324(CAS DataBase Reference)
• NIST Chemistry Reference: CHEMBRDG-BB 5924324(19615-50-0)
• EPA Substance Registry System: CHEMBRDG-BB 5924324(19615-50-0)

Safety Data

• Hazardous Substances Data: 19615-50-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12O4/c1-4-13-10(12)8-5-9(6(2)11)14-7(8)3/h5H,4H2,1-3H3

Upstream product

• 23012-25-1 2,4-dimethyl-5-acetyloxazole 
• 623-47-2 propynoic acid ethyl ester 
• 79495-05-9 4-Butyl-2-ethanoyl-5-methyloxazole 
• 141-97-9 ethyl acetoacetate 
• 130533-19-6 5-(1-hydroperoxyethyl)-3-ethoxycarbonyl-2-methylfuran 
• 224424-74-2 ethyl 5-acetyl-2-methyl-4,5-dihydrofuran-3-carboxylate 
• 122132-65-4 2-methyl-3-ethoxycarbonyl-5-ethylidene-4,5-dihydrofuran 
• 122132-62-1 5-Eth-(E)-ylidene-2-methyl-4,5-dihydro-furan-3-carboxylic acid ethyl ester 

Relevant articles and documents

Domino Michael-O-alkylation reaction: One-pot synthesis of 2,4-diacylhydrofuran derivatives and its application to antitumor naphthofuran synthesis

The one-pot synthesis of 2,4-diacylhydrofuran derivatives and its applications to antitumor napthofuran synthesis was discussed. It was found that the reaction of 1,3-dicarbonyl compounds with α-halo-α,β-unsaturated carbonyl compounds afforded 2,4-diacyldihydrofuran derivatives in the presence of DBU in THF. The analysis showed that the applications of the protocol enabled short-step synthesis of antitumor napthofuran natural products.

Asymmetric synthesis with the enzyme Coprinus peroxidase: Kinetic resolution of chiral hydroperoxides and enantioselective sulfoxidation

The enzyme Coprinus peroxidase (CiP) was employed for the kinetic resolution of racemic hydroperoxides 1 and the asymmetric sulfoxidation of prochiral sulfides 4. Eleven hydroperoxides 1a-k were reduced by CiP and guaiacol as reductant under conditions of kinetic resolution with enantioselectivities of up to >98% for the (S)-hydroperoxide 1 and 90% for the (R)-alcohol 2. In the absence of a reductant, the hydroperoxide 1a afforded with CiP enantiomerically enriched hydroperoxide la (ee up to 54%) and alcohol 2a (ee up to 40%), as well as ketone 3a (which is also formed simultaneously in all other reactions) and molecular oxygen. Catalase activity was established for CiP with hydrogen peroxide. When aryl alkyl sulfides 4 were used as oxygen acceptors, three products, sulfoxides 5, alcohols 2, and hydroperoxides 1, were obtained, all in enantiomerically enriched form. The highest ee value (89%) was achieved for the sulfoxide derived from naphthyl methyl sulfide (4f). Thus, CiP may be utilized for the asymmetric synthesis of optically active hydroperoxides 1, alcohols 2, and sulfoxides 5.

A NEW APPROACH TO POLYFUNCTIONAL FURYLCARBINOLS

3-Alkoxycarbonyl- and 3-acyl-5-furylcarbinols 3 are obtained by a simple and mild procedure based on photo-oxygenation of 5-alkylidene-4,5-dihydrofurans 1 and reduction of the resulting hydroperoxides 2.