7554-28-1

Basic information

• Product Name: D-(+)-MALIC ACID DIETHYL ESTER
• Synonyms: D-(+)-MALIC ACID DIETHYL ESTER;DIETHYL D-(+)-MALATE;D-(+)-APPLE ACID DIETHYL ESTER;(2R)-2-Hydroxybutanedioic acid diethyl ester;(2R)-2-Hydroxysuccinic acid diethyl ester;[R,(+)]-2-Hydroxysuccinic acid diethyl ester;(2R)-2-Hydroxy-butanedioic Acid 1,4-Diethyl Ester;(R)-Hydroxy-butanedioic Acid Diethyl Ester
• CAS NO: 7554-28-1
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.19
• EINECS: 231-445-0
• Product Categories: Chiral Building Blocks;Esters (Chiral);Synthetic Organic Chemistry;Chiral Reagents
• Mol File: 7554-28-1.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 281.6 °C at 760 mmHg
• Flash Point: 85 °C
• Appearance: /
• Density: 1.149 g/cm³
• Vapor Pressure: 0.000417mmHg at 25°C
• Refractive Index: 1.4330 to 1.4370
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Water
• PKA: 12.35±0.20(Predicted)
• CAS DataBase Reference: D-(+)-MALIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: D-(+)-MALIC ACID DIETHYL ESTER(7554-28-1)
• EPA Substance Registry System: D-(+)-MALIC ACID DIETHYL ESTER(7554-28-1)

Safety Data

• RTECS: UQ7350000
• Hazardous Substances Data: 7554-28-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear Colourless Oil

Uses

Diethyl D-Malate (cas# 7554-28-1) is a compound useful in organic synthesis.

InChI:InChI=1/C8H14O5/c1-3-12-7(10)5-6(9)8(11)13-4-2/h6,9H,3-5H2,1-2H3/t6-/m1/s1

Upstream product

• 636-61-3 D-Malic acid 
• 75-36-5 acetyl chloride 
• 64-17-5 ethanol 
• 80640-14-8 diethyl (2R,3S)-(-)-erythro-2-hydroxy-3-bromosuccinate 
• 79413-91-5 (2S,3S)-2-Benzoyloxy-3-brom-bernsteinsaeuredimethylester 
• 38270-72-3 dimethyl 2,3-O-benzylidene-L-tartrate 
• 160816-86-4 diethyl (4R,5R)-2-oxo-1,3-dioxolane-4,5-dicarboxylate 
• 35572-31-7 (4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester 
• 2960-66-9 4-oxo-but-2-enoic acid ethyl ester 
• 99967-63-2 (R)-2-(Benzoyloxy)bernsteinsaeure-diethylester 
• 40876-98-0 sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate 
• 13552-87-9 L-aspartic acid diethyl ester 
• 87-91-2 diethyl (2R,3R)-tartrate 
• 79413-92-6 (2R)-2-Benzoyloxy-bernsteinsaeuredimethylester 

Downstream Products

• 225518-71-8 diethyl (2R,3S)-3-(2-benzyloxyethyl)malate 
• 70005-88-8 (R)-1,2,4-butanetriol 
• 15690-37-6 (R)-4-ethoxy-2-hydroxy-4-oxobutanoic acid 
• 188635-30-5 ethyl 4-[(tert-butyldimethylsilyl)oxy]-(3R)-2-hydroxybutanoate 
• 225518-72-9 diethyl (2R,3S)-3-(2-p-toluenesulfonyloxyethyl)malate 
• 246232-95-1 diethyl (2R,3S)-2-O-acetyl-3-(2-phenylselenylethyl)malate 
• 246232-87-1 diethyl (2R,3S)-2-O-acetyl-3-(2-benzyloxyethyl)malate 
• 106058-91-7 (+)-(R)-ethyl 4-benzyloxy-3-hydroxybutanoate 
• 928169-73-7 diethyl (2R)-2-O-acetyl-3-(3-methoxycarbonyl-propyl)-3-(phenylthio)malate 
• 937715-06-5 C₁₁H₁₉O₆SC₆H₅(CH₂CO)CH₂ 
• 928169-72-6 diethyl (2R)-2-O-acetyl-3-{4-(t-butyldimethylsilyloxy)butyl}-3-(phenylthio)malate 
• 928169-70-4 diethyl (2R)-2-O-acetyl-3-{3-(t-butyldimethylsilyloxy)propyl}-3-(phenylthio)malate 
• 937715-01-0 C₁₇H₃₃O₆SiSC₆H₅ 
• 7209-04-3 D(+)-2-chlorosuccinate 

Relevant articles and documents

Synthesis of chiral malathion and isomalathion

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Stereoselective Synthesis of Coreoside D and Determination of Its Absolute Configuration

We report the stereoselective synthesis of (3 S)- and (3 R)-coreoside D. The conjugated diyne in the C1-C14 moiety was synthesized through two types of palladium-catalyzed cross-coupling reaction. The introduction of the glucopyranose was achieved by a gl

A cross-metathesis approach to novel pantothenamide derivatives

Pantothenamides are known for their in vitro antimicrobial activity. Our group has previously reported a new stereoselective route to access derivatives modified at the geminal dimethyl moiety. This route however fails in the addition of large substituents. Here we report a new synthetic route that exploits the known allyl derivative, allowing for the installation of larger groups via cross-metathesis. The method was applied in the synthesis of a new pantothenamide with improved stability in human blood.