74243-85-9

Basic information

• Product Name: DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE
• Synonyms: DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE;DIETHYL-(2R,3R)-2,3-EPOXYSUCCINATE;(2R,3R)-DIETHYL-2,3-EPOXY SUCCINATE;2,3-Oxiranedicarboxylicacid,diethylester,(2R,3R)-(9CI);diethyl (2R,3R)-oxirane-2,3-dicarboxylate;Oxirane-2,3-dicarboxylic acid diethyl ester;Diethyl (2R,3R)-(-)-2,3-epoxysuccinate,98%;trans-2,3-bis(ethoxycarbonyl)oxirane, (-)-(2R,3R)-trans-Oxiran-2,3-dicarbonsaeure-diethylester, diethyl (2R,3R)-(-)-oxirane-2,3-dicarboxylate, diethyl (2R,3R)-(-)-threo-2,3-epoxysuccinate, (2R,3R)-diethyl oxirane-2,3-dicarboxylate, diethyl (2R,3R)-oxirane-2,3-dicarboxylate, Diethyl (2R,3R)-threo-2,3-epoxysuccinate
• CAS NO: 74243-85-9
• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18
• Product Categories: EPOXYDE;Chiral Building Blocks;Epoxides;Organic Building Blocks
• Mol File: 74243-85-9.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 234-235 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.144 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0549mmHg at 25°C
• Refractive Index: n20/D 1.4380(lit.)
• CAS DataBase Reference: DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE(74243-85-9)
• EPA Substance Registry System: DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE(74243-85-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 74243-85-9(Hazardous Substances Data)

Usage

Description

DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE is an organic compound with a unique epoxysuccinate structure, characterized by its 2R,3R stereochemistry. It is a versatile intermediate in the synthesis of various chemical compounds and pharmaceuticals.

Uses

Used in Chemical Synthesis:
DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE is used as a key intermediate in the preparation of ethyl (2R,3S)-4-hydroxy-2,3-epoxybutyrate via reduction using sodium borohydride. This reaction allows for the synthesis of complex organic molecules and the development of new pharmaceutical agents.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE is used as a building block for the synthesis of various drug candidates. Its unique structure and reactivity make it a valuable component in the development of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Research and Development:
DIETHYL (2R,3R)-(-)-2,3-EPOXYSUCCINATE is also utilized in research and development settings, where it serves as a valuable tool for studying the properties and mechanisms of various chemical reactions. Its use in these applications contributes to the advancement of scientific knowledge and the discovery of new chemical compounds with potential applications in various industries.

InChI:InChI=1/C8H12O5/c1-3-11-7(9)5-6(13-5)8(10)12-4-2/h5-6H,3-4H2,1-2H3/t5-,6-/m1/s1

Upstream product

• 188944-76-5 2-Bromo-3-hydroxy-succinic acid diethyl ester 
• 80640-14-8 diethyl (2R,3S)-(-)-erythro-2-hydroxy-3-bromosuccinate 
• 64-17-5 ethanol 
• 111612-33-0 D-trans-epoxysuccinic acid D-arginine 
• 57968-71-5 (+/-)-diethyl tartrate 
• 13811-71-7 diethyl (2S,3S)-tartrate 
• 141-36-6 DL-trans-epoxysuccinic acid 
• 80640-15-9 diethyl (2S,3R)-(+)-erythro-2-hydroxy-3-bromosuccinate 
• 691-84-9 Diethyl (S)-malate 
• 93713-32-7 (+)-(2S,3S)-trans-Oxiran-2,3-dicarbonsaeure-L-Arginin-Salz 
• 17087-75-1 (-)-trans-2,3-oxiranedicarboxylic acid 
• 1520-50-9 but-2-enedioic acid diethyl ester 
• 623-91-6 diethyl Fumarate 
• 87-91-2 diethyl (2R,3R)-tartrate 

Downstream Products

• 63734-73-6 ethyl (2S,3S)-3-carboxylate oxirane-2-carboxylic acid 
• 63734-73-6 ethyl (2S,3S)-2,3-epoxysuccinate 
• 68362-57-2 C₆H₇ClO₄ 
• 117069-18-8 (2R,3S)-ethyl 3-(hydroxymethyl)oxirane-2-carboxylate 
• 93061-20-2 (-)-(2R,3R)-trans-Oxiran-2,3-dicarbonsaeure-monoethylester 
• 17015-08-6 (2R,3R)-oxirane-2,3-dicarboxylic acid 
• 348594-86-5 Diethyl (2R,3S)-2-hydroxy-3-[(4-methylphenyl)sulfonylamino]succinate 
• 500228-07-9 (-)-(2R,3R)-3-{{(1S)-1-{{4-{[(Benzyloxy)carbonyl]amino}butyl}{3-{[(benzyloxy)carbonyl]amino}propyl}carbamoyl}-2'-[4-(benzyloxy)phenyl]ethyl}carbamoyl}oxiran-2-carbonsaeure-ethylester 
• 1027190-58-4 (2R,3R)-Oxirane-2,3-dicarboxylic acid 2-ethyl ester 3-pentafluorophenyl ester 
• 167933-78-0 (2R,3R)-aziridine-2,3-dicarboxylic acid monoethyl ester 
• 88321-09-9 aloxistatin 
• 181309-84-2 (2S,3S)-2-Dibenzylamino-3-fluoro-succinic acid diethyl ester 
• 500228-05-7 (+)-(2S,3S)-3-{{(1S)-1-{{4-{[(Benzyloxy)carbonyl]amino}butyl}{3-{[(benzyloxy)carbonyl]amino}propyl}carbamoyl}-2'-[4-(benzyloxy)phenyl]ethyl}carbamoyl}oxiran-2-carbonsaeure-ethylester 

Relevant articles and documents

Benchtop-Stabssle Hypervalent Bromine(III) Compounds: Versatile Strategy and Platform for Air- And Moisture-Stable λ3-Bromanes

We present the first synthesis of air/moisture-stable λ3-bromanes (9and10) by using a cyclic 1,2-benzbromoxol-3-one (BBX) strategy. X-ray crystallography and NMR and IR spectroscopy ofN-triflylimino-λ3-bromane (12) revealed that the bromine(III) center is effectively stabilized by intramolecular R-Br-O hypervalent bonding. This strategy enables the synthesis of a variety of air-, moisture-, and benchtop-stable Br-hydroxy, -acetoxy, -alkynyl, -aryl, and bis[(trifluoromethyl)sulfonyl]methylide λ3-bromane derivatives.

Design, synthesis, and structure–activity relationship study of epoxysuccinyl–peptide derivatives as cathepsin B inhibitors

Cathepsin B is a lysosomal cysteine protease involved in many diseases. The present research demonstrates that derivatives of epoxysuccinyl–peptide are effective and selective cathepsin B inhibitors. We synthesized a series of epoxysuccinyl–peptide deriva

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