熔点:108-110°C(lit.)折射率:22.5°(C=3.6,EtOH)储存条件:Inertatmosphere,RoomTemperature水溶解性:Solubleinwater形态:powdertocrystal颜色:WhitetoAlmostwhite旋光性(opticChemicalbookalactivity):[α]18/D+22°,c=1inH2OBRN:3597595CAS数据库:1118-89-4(CASDataBaseReference)EPA化学物质信息:L-Glutamicacid,diethylester,hydrochloride(1118-89-4)
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Diethyl L-glutamate hydrochloride is a specialized chemical intermediate widely utilized in the fields of pharmaceutical synthesis, peptide chemistry, and fine organic manufacturing. With the Chemical Abstracts Service (CAS) Registry Number 2705-14-6, this compound serves as a protected derivative of the essential amino acid L-glutamic acid. Its molecular formula is C9H18ClNO4, reflecting its structure as the diethyl ester salt of the glutamate anion paired with a chloride cation. The presence of the hydrochloride moiety ensures enhanced stability and solubility in aqueous media compared to its free base form, making it particularly valuable for various synthetic applications.
In the realm of medicinal chemistry, Diethyl L-glutamate hydrochloride acts as a crucial building block for constructing complex peptidomimetics and bioactive molecules. Researchers frequently employ this reagent during solid-phase peptide synthesis or solution-phase coupling reactions to introduce specific glutamyl residues while protecting the carboxylic acid groups as ethyl esters. This protection strategy prevents unwanted side reactions, such as self-polymerization or racemization, thereby ensuring high stereochemical purity and reaction efficiency. Furthermore, the compound plays a significant role in the development of therapeutic agents targeting neurological disorders, metabolic diseases, and hypertension, where precise amino acid sequences are vital for biological activity.
Beyond pharmaceutical research, this chemical finds utility in the agrochemical industry for synthesizing novel herbicides and fungicides that mimic natural amino acid pathways. Its availability in high purity grades allows manufacturers to scale up production processes without compromising product quality. As a versatile precursor, it facilitates the creation of diverse functional materials and chiral catalysts used in asymmetric synthesis. Safety data indicates that while it is generally stable under standard storage conditions, proper handling protocols should be observed due to its acidic nature. Overall, Diethyl L-glutamate hydrochloride remains an indispensable asset in modern chemical laboratories, bridging the gap between fundamental amino acid research and advanced industrial applications through its unique structural properties and reactive versatility.