79814-40-7

Basic information

• Product Name: (R)-(+)-2-Acetoxysuccinic anhydride
• Synonyms: (+)-O-ACETYL-D-MALIC ANHYDRIDE;O-ACETYL D-MALIC ANHYDRIDE;(R)-3-ACETOXY-DIHYDRO-2,5-FURANDIONE;(R)-(+)-2-ACETOXYSUCCINIC ANHYDRIDE;(R)-2-ACETOXYSUCCINIC ANHYDRIDE;d-o-acetylmalic anhydride;(+)-Acetoxysuccinic Anhydride;(3R)-3-(Acetyloxy)dihydro-2,5-furandione
• CAS NO: 79814-40-7
• Molecular Formula: C₆H₆O₅
• Molecular Weight: 158.11
• Product Categories: Chiral Compound;Chiral Reagents;Heterocycles;Miscellaneous Reagents
• Mol File: 79814-40-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 56-58 °C(lit.)
• Boiling Point: 162°C/14mmHg(lit.)
• Flash Point: 133.093 °C
• Appearance: /Powder
• Density: 1.386g/cm3
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.466
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Reacts in water.
• Sensitive: Moisture Sensitive
• BRN: 130824
• CAS DataBase Reference: (R)-(+)-2-Acetoxysuccinic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2-Acetoxysuccinic anhydride(79814-40-7)
• EPA Substance Registry System: (R)-(+)-2-Acetoxysuccinic anhydride(79814-40-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 79814-40-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 79814-40-7 differently. You can refer to the following data:
1. (R)-(+)-2-Acetoxysuccinic anhydride is used as intermediates for detergents via O-acetylmalic acid amides. Regioselective ring opening of malic acid anhydrides by carbon nucleophiles
2. (R)-(+)-2-Acetoxysuccinic anhydride is used as intermediates for detergents via O-acetylmalic acid amides. Regioselective ring opening of malic acid anhydrides by carbon nucleophiles.

InChI:InChI=1/C6H6O5/c1-3(7)10-4-2-5(8)11-6(4)9/h4H,2H2,1H3/t4-/m1/s1

Upstream product

• 636-61-3 D-Malic acid 
• 75-36-5 acetyl chloride 
• 1783-96-6 (2R)-aspartic acid 

Downstream Products

• 94162-50-2 (R)-3-Acetoxy-N-((E)-5-benzyloxy-2,2-dimethyl-pent-3-enyl)-succinamic acid 
• 94202-33-2 (R)-2-Acetoxy-N-((E)-5-benzyloxy-2,2-dimethyl-pent-3-enyl)-succinamic acid 
• 636-61-3 D-Malic acid 
• 86534-22-7 (+)-4(R)-acetoxy-1-<5-(benzyloxy)-2,2-dimethylpent-3-(E)-en-1-yl>-2,5-pyrrolidinedione 
• 86534-24-9 (+)-1(S)-acetoxy-7(S)-<(benzyloxy)methyl>-6(R)-(2-hydroxyprop-2-yl)-7a(R)-hexahydro-3H-pyrrolizin-3-one 
• 86545-49-5 4(R)-acetoxy-1-<5-(benzyloxy)-2,2-dimethylpent-3(E)-en-1yl>-5-hydroxy-2-pyrrolidinone 
• 86534-23-8 1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one 
• 906802-36-6 (3R)-1-(2-(3,4-dimethoxyphenethoxy)cyclohexyl)-2,5-dioxopyrrolidin-3-yl acetate 
• 188540-85-4 (R)-2-acetoxy-4-oxo-4-phenylbutyric acid 
• 917979-64-7 (3R)-1-((1R,2R)-2-benzyloxycyclohex-1-yl)-2,5-dioxopyrrolidin-3-yl acetate 
• 1360817-32-8 C₂₇H₂₂FN₃O₅S 
• 1360817-33-9 C₂₇H₂₂FN₃O₅S 
• 1360728-87-5 (3R)-1-(2-(3,4-dimethoxyphenethoxy)cyclohexyl)pyrrolidin-3-ol 
• 146912-66-5 (R)-2-hydroxy-4-oxo-4-phenylbutanoic acid 

Relevant articles and documents

A refining method of Venacaran hydrochloride

The present invention discloses a refining method of Venacaran hydrochloride; said method comprising preparation of Vinacarlan hydrochloride crude product and halogenated hydrocarbon washing, alkalinization, extraction, salting, recrystallization step, by the method of the present application, the peak time of about 32mins of unknown impurities ImpA may be completely removed, to obtain a quality superior to the preparation of the original Manufacturer Cadioomex Pharmaceutical Company of Wienakaran hydrochloride solids. The method is simple to operate, the conditions are mild, the requirements for the equipment are low, and the purity of the obtained Vinacarlan hydrochloride can reach more than 99.9%. At the same time, the method does not use heavy metals, which is conducive to the manufacture of Vi?akalan hydrochloride into injections.

Asymmetric synthesis of (S)-dihydrokavain from l-malic acid

A practical and efficient asymmetric synthesis of (S)-dihydrokavain from known ethyl (S)-2-hydroxy-4-phenylbutanoate which is, in turn, readily available from l-malic acid as a cheap chiral pool material is described using regioselective ring-opening of the 1,2-cyclic sulfate with lithium-3,3,3-triethoxypropiolate and subsequent HgO/H2SO4-mediated lactonization as the key steps. Its opposite enantiomer (R)-dihydrokavain was also synthesized from d-malic acid using the same sequences of reactions for the purpose of optical purity determination.

Purification method of vernakalant hydrochloride

The invention discloses a purification method of vernakalant hydrochloride. The method comprises the steps of preparation of a vernakalant hydrochloride crude product and purification through the process of alkalinization, nonpolar solvent extraction, acidification and mixed solvent pulping, and thus a qualified product is obtained. The preparation method is simple in operation, mild in condition and easy for industrialized production, and the purity of the product reaches 99.9 percent, and the total impurity and single impurity are both less than 0.1 percent, so that the quality requirements for preparing medicine can be reached, and at the same time, the usage of heavy metal is avoided, and the development of injection forms is facilitated.