34029-31-7

Basic information

• Product Name: [(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride
• Synonyms: [(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride;L-Aspartic anhydride·hydrochloride;(S)-3-aminodihydrofuran-2,5-dione hydrochloride;(3S)-3-Aminodihydro-2,5-furandione hydrochloride
• CAS NO: 34029-31-7
• Molecular Formula: C₄H₅NO₃*ClH
• Molecular Weight: 151.54834
• EINECS: 251-800-3
• Mol File: 34029-31-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 297.4°Cat760mmHg
• Flash Point: 203.2°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.00135mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: [(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: [(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride(34029-31-7)
• EPA Substance Registry System: [(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride(34029-31-7)

Safety Data

• Hazardous Substances Data: 34029-31-7(Hazardous Substances Data)

Usage

Description

[(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride is a chemical compound with the molecular formula C5H4NO3Cl. It is an organic compound that belongs to the class of ammonium salts. [(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride is characterized by its unique structure, which includes a dihydro-2,5-dioxo-3-furyl group attached to an ammonium ion. Its properties and reactivity make it a versatile compound for various applications in different industries.

Uses

1. Used in Pharmaceutical Industry:
[(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride is used as a chemical acylating reagent for the synthesis of various pharmaceutical compounds. Its unique structure allows it to participate in Friedel-Crafts reactions, which are essential for the preparation of specific drugs.
2. Used in Organic Synthesis:
In the field of organic chemistry, [(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride serves as a valuable intermediate for the synthesis of complex organic molecules. Its reactivity and stability make it a suitable candidate for use in the preparation of various organic compounds, including those with potential applications in the pharmaceutical, agrochemical, and material science industries.
3. Used in Analytical Chemistry:
[(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride can be employed as a chiral derivatizing agent in analytical chemistry. Its ability to form diastereomeric derivatives with enantiomers can be utilized for the determination of enantiomeric purity and the study of stereochemistry in various compounds.
4. Used in Material Science:
[(S)-dihydro-2,5-dioxo-3-furyl]ammonium chloride's unique structure and properties make it a potential candidate for the development of new materials with specific properties. It can be used in the synthesis of novel polymers, chiral catalysts, and other materials with potential applications in various industries, such as electronics, coatings, and adhesives.

InChI:InChI=1/C4H5NO3.ClH/c5-2-1-3(6)8-4(2)7;/h2H,1,5H2;1H

Upstream product

• 56-84-8 L-Aspartic acid 
• 7719-12-2 phosphorus trichloride 

Downstream Products

• 6310-42-5 S-2-amino-4-carbonyl-4-phenylbutyric acid hydrochloride 
• 22839-47-0 L-Asp-L-Phe-OMe 
• 17812-32-7 H-Asp-OMe 

Relevant articles and documents

Preparation method of N -fluorenylmethoxycarbonyl - L -aspartic -4 -tert-butyl ester

The invention relates to the technical field of organic synthesis, in particular to a preparation method of a fluorenylmethoxycarbonyl - aspartic -4 - tert-butyl ester, which comprises the following specific steps: L - aspartic acid is used as a starting raw material, L - aspartic acid internal anhydride hydrochloride is obtained through dehydration treatment of phosphorus trichloride. L- Aspartic acid ester hydrochloride and ethanol were subjected to alcoholysis to obtain L -aspartate hydrochloride. The transesterification reaction L-aspartate and tert-butyl ester gives L -butyl-1 -ethyl-4 -butyl acrylate. Further hydrolysis L-butyl-1 - ethyl ester -4 - gives L -butyl-4 -tert-butyl ester. The L-aspartate -4 - tert-butyl ester is reacted with the fluorenylmethoxycarbonyl reagent to obtain the target product fluorenylmethoxycarbonyl - aspartic -4 -tert-butyl ester. The preparation method of the fluorenylmethoxycarbonyl - aspartic -4 - tert-butyl ester provided by the invention is safe and environment-friendly in production process and suitable for industrial large-scale production.

Synthesis of novel chiral oxazoline ligands and application in the highly enantioselective diethylzinc addition to N-diphenylphosphinoylimines

Two sets of novel chiral oxazoline ligands were designed and conveniently prepared from readily available l-aspartic acid and evaluated in enantioselective diethylzinc addition to N-diphenylphosphinoyl imines. In the presence of stoichiometric amounts of these ligands, high enantioselectivities (up to 95% ee) and yields (up to 85%) were achieved for several aromatic imines in toluene at room temperature. Furthermore, the effect of the structure of the ligand on the reaction was studied.

Process for isolation of aspartyl dipeptide esters

The isolation of certain dipeptide esters, known to be potent sweetening agents, is achieved by selectively extracting, with a suitable alkanol in a heterogeneous system, an aqueous solution containing the dipeptide ester together with a variety of impurities.