2791-79-9

Basic information

• Product Name: Dibenzyl L-aspartate
• Synonyms: Dibenzyl L-aspartate;L-Aspartic acid, bis(phenylMethyl) ester;(S)-Dibenzyl 2-aMinosuccinate;L-Aspartic acid, 1,4-bis(phenylmethyl) ester;(S)-dibenzyl 2-aminosuccinate hydrochloride
• CAS NO: 2791-79-9
• Molecular Formula: C₁₈H₁₉NO₄
• Molecular Weight: 313.35
• Mol File: 2791-79-9.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 503.749 °C at 760 mmHg
• Flash Point: 258.458 °C
• Appearance: /
• Density: 1.205
• Solubility: DCM
• PKA: 5.77±0.33(Predicted)
• CAS DataBase Reference: Dibenzyl L-aspartate(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzyl L-aspartate(2791-79-9)
• EPA Substance Registry System: Dibenzyl L-aspartate(2791-79-9)

Safety Data

• Hazardous Substances Data: 2791-79-9(Hazardous Substances Data)

Usage

Description

Dibenzyl L-aspartate is a chemical compound derived from L-aspartic acid, an essential amino acid that serves as a building block for proteins. It is characterized by the presence of two benzyl groups attached to the aspartic acid molecule, providing protection and stability to the molecule during various chemical reactions and processes.

Uses

Used in Pharmaceutical Industry:
Dibenzyl L-aspartate is used as a protected intermediate for L-aspartic acid in the pharmaceutical industry. The protection of the carboxylic acid group by the benzyl groups allows for selective reactions at other functional groups within the molecule, facilitating the synthesis of complex pharmaceutical compounds.
Used in Biochemical Research:
In the field of biochemical research, Dibenzyl L-aspartate is utilized as a stable and protected form of L-aspartic acid. This allows researchers to study the properties and interactions of aspartic acid in various biological systems without the risk of unwanted side reactions or degradation.
Used in Drug Development:
Dibenzyl L-aspartate is used as a key building block in the development of new drugs targeting various diseases and conditions. The protected nature of the molecule enables the creation of novel drug candidates with improved pharmacological properties, such as enhanced stability, bioavailability, and target specificity.
Used in Peptide Synthesis:
In peptide synthesis, Dibenzyl L-aspartate is employed as a protected amino acid, allowing for the controlled assembly of peptide chains with specific sequences and functions. The protection of the carboxylic acid group by the benzyl groups ensures that the aspartic acid residue can be selectively incorporated into the growing peptide chain without interference from other functional groups.
Used in Chemical Synthesis:
Dibenzyl L-aspartate is also used in various chemical synthesis processes, where the protected nature of the molecule allows for the selective modification of other functional groups within the molecule. This can lead to the development of new chemical compounds with unique properties and applications in various industries, such as materials science, agriculture, and environmental science.

Upstream product

• 5241-60-1 di(phenylmethyl) (2S)-2-[(phenylmethoxy)carbonylamino]-butane-1,4-dioate 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 80974-42-1 (S)-N-tert-butyloxycarbonylaspartic acid dibenzyl ester 
• 100-51-6 benzyl alcohol 
• 104-15-4 toluene-4-sulfonic acid 
• 13726-67-5 Boc-Asp-OH 
• 73984-07-3 N-Tosyl-L-aspartic acid α,β-dibenzyl ester 
• 2886-33-1 dibenzyl L-aspartate toluene-4-sulphonate 
• 100-39-0 benzyl bromide 
• 56612-93-2 dibenzyl N-(tert-butoxycarbonyl)glycyl-L-aspartate 
• 56-84-8 L-Aspartic acid 

Downstream Products

• 95940-33-3 N-(3-Carboxy-propionyl)-L-asparaginsaeure-dibenzylester 
• 61058-43-3 N-Carbobenzoxy-β-alanyl-L-asparaginsaeuredibenzylester 
• 96270-25-6 N-(3-Benzyloxycarbonyl-propionyl)-L-asparaginsaeure-dibenzylester 
• 2177-63-1 (S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid 
• 101037-63-2 N-(3-Methoxycarbonyl-propionyl)-L-asparaginsaeure-dibenzylester 
• 91103-43-4 (S)-2-{(R)-2-[tert-Butoxycarbonyl-((R)-2-tert-butoxycarbonylamino-3-hydroxy-propyl)-amino]-3-hydroxy-propylamino}-succinic acid dibenzyl ester 
• 99209-23-1 (S)-2-Phenylamino-succinic acid dibenzyl ester 
• 123530-59-6 (S)-2-Diphenylamino-succinic acid dibenzyl ester 
• 116115-34-5 N^α-Boc-L-Arg-(N^ω-9-anthracenesulfonyl)-L-Asp(OBzl)2 
• 97998-29-3 dibenzyl N-<<(diphenylphosphono)methyl>sulfonyl>aspartate 
• 72776-05-7 (S)-benzyl 4-oxoazetidine-2-carboxylate 
• 57618-13-0 Z-Gly-Asp(OBzl)-OBzl 
• 174088-42-7 5-amino-1-(2',3'-O-isopropylidene-4'-hydroxymethylcyclopentyl)imidazole-4-dibenzyl aspartyl carboxamide 
• 174088-39-2 dibenzyl aspartyl-α-cyanoacetamide 

Relevant articles and documents

The discovery and optimization of benzimidazoles as selective NaV1.8 blockers for the treatment of pain

The voltage gated sodium channel NaV1.8 has been postulated to play a key role in the transmission of pain signals. Core hopping from our previously reported phenylimidazole leads has allowed the identification of a novel series of benzimidazole NaV1.8 blockers. Subsequent optimization allowed the identification of compound 9, PF-06305591, as a potent, highly selective blocker with an excellent preclinical in vitro ADME and safety profile.

Syntheses of hydroxamic acid-containing bicyclic β-lactams via palladium-catalyzed oxidative amidation of alkenes

Palladium-catalyzed oxidative amidation has been used to synthesize hydroxamic acid-containing bicyclic β-lactam cores. Oxidative cleavage of the pendant alkene provides access to the carboxylic acid in one step.

Organogels and liquid crystalline properties of amino acid-based dendrons: A systematic study on structure-property relationship

Self-assembly behaviors of a series of amino acids-based dendrons, from the first generation (G1) to the third generation (G3) with various focal moieties or peripheral groups, were systematically studied. The supramolecular structures in organogels, thermotropic and lyotropic liquid crystals (LCs) were measured. The influence of the focal groups, dendritic branches, and generation numbers on the mesophase of organogels or LCs was studied by a combination of experimental techniques including transmission electronic spectrometry (TEM), atomic force microscopy (AFM), infrared (IR) spectra, wide-angle X-ray diffraction (WAXD), and small-angle X-ray scattering (SAXS). It was found that the gelation ability of the dendrons in organic solvents was highly related to the generation; namely, none of the G1 dendrons could form organogels, G2 dendrons displayed good gelation ability, and G3 dendrons gelled the organic solvents with the lowest critical gelation concentration. Oscillatory shear measurements indicated that the gels behaved as viscoelastic materials with good tolerance to external shear force. In addition, all of G3 dendrons and some G2 dendrons were capable of self-organizing to afford the thermotropic and lyotropic LCs.