83540-94-7

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-Hydroxysuccinic Acid Methyl Ester is used as an intermediate in the synthesis of pharmaceutical compounds for the treatment of various diseases, such as cancer and amyloidosis. Its unique stereochemistry and functional groups make it a valuable building block in the development of novel therapeutic agents.
Used in Cancer Treatment:
(R)-2-Hydroxysuccinic Acid Methyl Ester is used as a key component in the preparation of drugs that target cancer cells. Its incorporation into pharmaceutical compounds can enhance their selectivity and efficacy in treating different types of cancer, potentially leading to improved patient outcomes.
Used in Amyloidosis Treatment:
(R)-2-Hydroxysuccinic Acid Methyl Ester is also used in the development of therapeutic agents for the treatment of amyloidosis, a group of rare diseases characterized by the abnormal accumulation of protein deposits in tissues and organs. Its potential to modulate protein aggregation and clearance pathways makes it a promising candidate for the development of new treatments for these debilitating conditions.

InChI:InChI=1/C5H8O5/c1-10-5(9)3(6)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)/t3-/m1/s1

Upstream product

• 67-56-1 methanol 
• 83541-02-0 (R)-2,5-dioxotetrahydrofuran-3-yl 2,2,2-trifluoroacetate 
• 3966-55-0 (R)-methoxy-succinic acid 
• 636-61-3 D-Malic acid 

Downstream Products

• 70681-41-3 (R)-dimethyl malate 
• 205382-87-2 methyl (5S)-2-oxo-1,3-oxazolidine-5-carboxylate 
• 307532-01-0 (R)-methyl 4-(tert-butyldimethylsilyloxy)-2-hydroxybutanoate 
• 1350543-83-7 methyl (2R)-2,4-O-benzylidene-2,4-dihydroxybutanoate 
• 676347-30-1 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-[(R)-2-((R)-3-hydroxy-3-methoxycarbonyl-propionylamino)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-ethylsulfanylmethyl]-5-methoxy-6-methyl-benzoic acid 
• 676347-29-8 allyl 3-[dimethyl(thexyl)silyloxy]-2-[(R)-2-((R)-3-hydroxy-3-(methoxycarbonyl)-propionylamino)-2-(3-methyl-1,2,4-oxadiazol-5-yl)ethylsulfanylmethyl]-5-methoxy-6-methylbenzoate 

Relevant academic research and scientific papers

Structural and Functional Analysis of Bacterial Sulfonosphingolipids and Rosette-Inducing Factor 2 (RIF-2) by Mass Spectrometry-Guided Isolation and Total Synthesis

We have analyzed the abundance of bacterial sulfonosphingolipids, including rosette-inducing factors (RIFs), in seven bacterial prey strains by using high-resolution tandem mass spectrometry (HRMS2) and molecular networking (MN) within the Glob

POSITIVE ALLOSTERIC MODULATORS OF MUSCARINIC M2 RECEPTOR

The present application relates to positive allosteric modulators of the muscarinic M2 receptor, especially to novel 7-substituted 1-arylnaphthyridine-3-carboxamides, to processes for preparation thereof, to the use thereof, alone or in combinations, for treatment and/or prevention of diseases, and to the use thereof for production of medicaments for treatment and/or prevention of diseases, in particular for treatment and/or prevention of cardiovascular disorders and/or renal disorders.

ANTIMICROBIAL COMPOUNDS AND METHODS OF MAKING AND USING THE SAME

The present disclosure relates generally to the field of antimicrobial compounds and to methods of making and using them. These compounds are useful for treating, preventing, reducing the risk of, and delaying the onset of microbial infections in humans a

Preparation of pseudo glycoamino acid and its application to glycopeptide synthesis

A pseudo glycoamino acid composed of a 1,3-diol structure and an amino acid was synthesized. This amino acid analog can act as an alternative acceptor to an amino acid containing GlcNAc for transglyco-sylation by Endo-M. A pseudo glycopeptide was synthesi

Direct, catalytic synthesis of carbapenams via cycloaddition/rearrangement cascade reaction: Unexpected acetylenes' structure effect

Reactions of acetylenes derived from glyceraldehyde and propargyl aldehyde show remarkable reactivity in Kinugasa cycloaddition/rearrangement cascade process catalyzed by Cu(I) ion. Reactions proceed by formation of a rigid dinuclear copper(I) complex in which each copper ion is coordinated to one or both oxygen atoms in the acetylene molecule and to both triple bonds. It has been demonstrated that one oxygen atom can be replaced by the phenyl ring, which is able to coordinate the copper ion by the aromatic sextet. Kinugasa reactions that proceed in a high yield can also be performed in the presence of a catalytic amount of the copper salt to provide products in an acceptable yield without a decrease of diastereoselectivity.

Novel glucagon receptor antagonists with improved selectivity over the glucose-dependent insulinotropic polypeptide receptor

Optimization of a new series of small molecule human glucagon receptor (hGluR) antagonists is described. In the process of optimizing glucagon receptor antagonists, we counter-screened against the closely related human gastric inhibitory polypeptide receptor (hGIPR), and through structure activity analysis, we obtained compounds with low nanomolar affinities toward the hGluR, which were selective against the hGIPR and the human glucagon-like peptide-1 receptor (hGLP-1R). In the best cases, we obtained a >50 fold selectivity for the hGluR over the hGIPR and a >1000 fold selectivity over the hGLP-1R. A potent and selective glucagon receptor antagonist was demonstrated to inhibit glucagon-induced glycogenolysis in primary rat hepatocytes as well as to lower glucagon-induced hyperglycemia in Sprague - Dawley rats. Furthermore, the compound was shown to lower blood glucose in the ob/ob mouse after oral dosing.

Enantioselective Syntheses of 3-Substituted 4-(Alkoxycarbonyl)-2-azetidinones from Malic Acid

Enantioselective syntheses of 3-substituted 4-(alkoxycarbonyl)-2-azetidinones from malic acid have been developed.Alkylation of diesters of D-malic acid provided primarily the erythro products 15RS.Base-mediated inversion gave racemic threo isomers 15.Saponification of 15 and selective monoesterification provided the correspondingly substituted β-hydroxy acids 17, which could also be epimerized at the hydroxyl position.Separate conversion of the isomers 17 to the hydroxamates 18 followed by cyclization gave the desired β-lactams 19 with complete control of stereochemistry.