79814-40-7

Usage

Uses

Used in Detergent Industry:
(R)-(+)-2-Acetoxysuccinic anhydride is used as an intermediate for the production of detergents via O-acetylmalic acid amides. Its regioselective ring-opening properties by carbon nucleophiles make it a valuable component in the synthesis of detergent-active agents, enhancing their cleaning performance and biodegradability.
Used in Chemical Synthesis:
(R)-(+)-2-Acetoxysuccinic anhydride is utilized as a key intermediate in the synthesis of various chemical products, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique reactivity and selectivity enable the development of novel compounds with improved properties and applications.

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

Upstream product

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

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.

Synthesis of nature product kinsenoside analogues with anti-inflammatory activity

Kinsenoside is the major bioactive component from herbal medicine with a broad range of pharmacological functions. Goodyeroside A, an epimer of kinsenoside, remains less explored. In this report we chemically synthesized kinsenoside, goodyeroside A and their analogues with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppresses inflammatory through inhibiting NF-κB signal pathway, effectively. Structure-activity relationship is also explored for further development of more promising kinsenoside analogues as drug candidates.

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.

A method for preparing weinaweina kalland hydrochloride (by machine translation)

The invention discloses a method for preparing weinaweina kalland hydrochloride. The method to selectively amino protection, nucleophilic addition, nucleophilic substitution, deprotected, cyclized, reduction, into a salt by the reaction of the compound Wina carland hydrochloride. And after nuclear magnetic analysis test technology confirm its structure. It adopts the cheap and easily obtained starting materials to prepare, preparation method has advantages of simple operation, mild condition, easy industrialized production and the like, and avoids the use of heavy metal, is beneficial to the development of the oral. (by machine translation)

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.

Efficient synthesis of kinsenoside and goodyeroside A by a chemo-enzymatic approach

Kinsenoside (1) and goodyeroside A (2), two naturally occurring stereoisomers with diverse biological activities, have been synthesized efficiently by a chemo-enzymatic approach with a total yield of 12.7%. The aglycones, (R)- and (S)-3-hydroxy-γ-butyrolactone, were prepared from D- and L-malic acid by a four-step chemical approach with a yield of 75%, respectively. These butyrolactones were then successfully glycosidated using β-D-glucosidase as a catalyst in a homogeneous organic-water system. Under the optimized enzymatic conditions, the yields of kinsenoside and goodyeroside A in the enzymatic steps both reached 16.8%.

PROCESS FOR PREPARING AMINOCYCLOHEXYL ETHER COMPOUNDS

The present invention relates to a process for preparing aminocyclohexyl ether compounds of Formula I: or the pharmaceutically acceptable salts and esters thereof. In particular, the instant invention is directed towards a process for preparing (1R,2R)-2-

A flexible approach to grandisine alkaloids: Total synthesis of grandisines B, D, and F

This article describes in detail the first total synthesis of grandisine alkaloids, grandisines B, D, and F, which show affinity for the human b-opioid receptor. The key steps in this synthesis are construction of the isoquinuclidinone moiety of 2 by intr

SYNTHETIC PROCESS FOR AMINOCYCLOHEXYL ETHER COMPOUNDS

Methods for the preparation of stereoisomerically substantially aminocyclohexyl ether compounds such as trans-(1R,2R)-aminocyclohexyl ether compounds and/or trans-(1S,2S)-aminocyclohexyl ether compounds as well as various intermediates and substrates are disclosed.