2177-63-1

Basic information

• Product Name: L-Aspartic acid 4-benzyl ester
• Synonyms: H-ASP(OBZL)-OH;H-L-ASP(OBZL)-OH;L-ASPARTIC ACID 4-BENZYL ESTER;L-ASPARTIC ACID BETA-BENZYL ESTER;ASPARTIC ACID(OBZL)-OH;BETA-BENZYL L-ASPARTATE;4-BENZYL L-ASPARTATE;benzyl hydrogen beta-L-aspartate
• CAS NO: 2177-63-1
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.23
• EINECS: 218-541-8
• Product Categories: Amino Acids Derivatives;AMINOACIDS DERIVATIVES;Amino Acids;Aspartic acid [Asp, D];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acid Benzyl Esters;Amino Acids (C-Protected);Biochemistry
• Mol File: 2177-63-1.mol
• Article Data: 36

Chemical Properties

• Melting Point: ~225 °C (dec.)
• Boiling Point: 413.1 °C at 760 mmHg
• Flash Point: 203.6 °C
• Appearance: White/Powder
• Density: 1.283 g/cm³
• Vapor Pressure: 8.17E-07mmHg at 25°C
• Refractive Index: 27 ° (C=1, 1mol/L HCl)
• Storage Temp.: −20°C
• PKA: 2.16±0.23(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 1983183
• CAS DataBase Reference: L-Aspartic acid 4-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Aspartic acid 4-benzyl ester(2177-63-1)
• EPA Substance Registry System: L-Aspartic acid 4-benzyl ester(2177-63-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 2177-63-1(Hazardous Substances Data)

Usage

Description

L-Aspartic acid 4-benzyl ester is a crystalline compound derived from L-aspartic acid, an amino acid, and benzyl alcohol. It is characterized by the presence of a benzyl ester group attached to the carboxyl group of the aspartic acid, which gives it unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
L-Aspartic acid 4-benzyl ester is used as a synthetic intermediate for the development of various pharmaceutical compounds, particularly those with a 1,4-diazepine-2,5-dione ring structure. These compounds have potential applications in the treatment of various medical conditions due to their unique chemical properties and interactions with biological targets.
Used in Polymer Industry:
L-Aspartic acid 4-benzyl ester is also used as a monomer in the development of block copolymers. These copolymers can be utilized in various applications, such as drug delivery systems, where their unique properties can enhance the performance and functionality of the final product. The incorporation of L-aspartic acid 4-benzyl ester into block copolymers can provide specific advantages, such as improved biocompatibility, controlled release of drugs, and enhanced stability.

InChI:InChI=1/C11H13NO4/c12-9(6-10(13)14)11(15)16-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)/t9-/m0/s1

Upstream product

• 3479-47-8 Z-Asp(OBzl)-OH 
• 56-84-8 L-Aspartic acid 
• 100-51-6 benzyl alcohol 
• 2791-79-9 dibenzyl L-aspartate 
• 54759-56-7 N-phenacetyl L-aspartic acid β-benzyl ester 
• 2886-33-1 dibenzyl L-aspartate toluene-4-sulphonate 
• 100-39-0 benzyl bromide 
• 4427-49-0 Z(OMe)-Asp-(OBzl)-OH 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 104-15-4 toluene-4-sulfonic acid 
• 51186-58-4 4-benzyl Boc-D-aspartate 
• 1783-96-6 (2R)-aspartic acid 

Downstream Products

• 13590-42-6 N-carboxy-L-aspartic anhydride benzyl ester 
• 5513-72-4 4-benzyl hydrogen N-formyl-L-aspartate 
• 51186-58-4 4-benzyl Boc-D-aspartate 
• 94347-11-2 4-benzyl 1-t-butyl L-aspartate 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 4427-49-0 Z(OMe)-Asp-(OBzl)-OH 
• 13155-40-3 N-<2-Nitro-phenylsulfenyl>-L-asparaginsaeure-β-benzyl-ester 
• 3479-47-8 Z-Asp(OBzl)-OH 
• 118174-62-2 N-(Diisopropyloxyphosphoryl)-L-Asp(OBzl)-OH 
• 73535-28-1 Z-Gln-Asp(OBzl)-OH 
• 125709-80-0 (S)-3-Benzyloxycarbonyl-2-(trifluoracetylamino)propansaeure 
• 174276-38-1 Z(OMe)-Gly-Asp(OBzl)-OH 
• 129943-32-4 (S)-2-((E)-3-Pyridin-3-yl-allyloxycarbonylamino)-succinic acid 4-benzyl ester 
• 79141-08-5 Boc-valyl-β-benzylaspartic acid 

Relevant articles and documents

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DIPEPTIDE MIMETICS OF NGF AND BDNF NEUROTROPHINS

The invention relates to compounds having either agonist or antagonist activities for the neurotrophins NGF and BDNF and represented by monomeric or dimeric substituted dipeptides that are analogs of the exposed portions of loop 1 or loop 4 regions of these neurotrophins near or at a beta-turn of the respective loop. N-acylated substituents of these dipeptides are biostereoisomers of the amino acid residues preceding these dipeptide sequences in the neurotrophin primary structure. The dimeric structure is produced advantageously by using hexatnethylenediaanine to which dipeptides are attached via their carboxyl groups. The claimed compounds displayed neuroprotective and differentiation-inducing activities in cellular models and enhanced the amount of phosphorylated tyrosine kinase A and the heat shock proteins Hsp32 and Hsp70 in the concentration range of 10 -9 to 10 -5 M. They also displayed neuroprotective, anti-parkinsonian, anti-stroke, anti-ischemic, anti-depressant and anti-amnestic activities in animal models and were active in experimental models of Alzheimer's disease. These in vivo effects of the claimed compounds are displayed in the dose range of 0.01 to 10 mg/kg when administered intraperitoneally.

Photo-thermal chemotherapy and treatment combined microenvironment responsive drug-loading nano micelle preparation method and application

The invention discloses a photo-thermal chemotherapy and treatment combined microenvironment responsive drug-loading nano micelle preparation method and application. A nano micelle comprises TIID-BT,a medicine active component and an amphiphilic block polymer, and the amphiphilic block polymer refers to polyethylene glycol-polyaspartic acid. By synthesis, a near infrared TIID-BT dye and a DOX chemotherapy drug are loaded on the specific nano micelle at the same time to obtain the nano micelle which is capable of giving play to photo-thermal treatment and chemotherapy at the same time. The nano micelle enables DOX to avoid a combination effect of opsonin and a capturing effect of an MPS system to form a stable and long-acting drug delivery system with high drug loading capacity, and accordingly an antitumor effect of DOX is improved while DOX resistance of tumors is changed. In addition, due to loading of the TIID-BT dye in the nano micelle, in-vivo application effects of the TIID-BT dye are improved, combination of hoto-thermal treatment and chemotherapy is realized, and in-vivo tumor treatment effects are improved due to synergistic effects of DOX and TIID-BT.

Thermoresponsive Alignment Media in NMR Spectroscopy: Helix Reversal of a Copolyaspartate at Ambient Temperatures

Poly(aspartic acid esters) are known to form either right-or left-handed α-helices depending on the ester group in the side chain, on solvent and/or on temperature. Polyphenethyl-l-aspartates (PPLA) exhibit a helix reversal from the right- to the left-handed form with increasing temperature. We have recently reported the application of polyphenethylaspartates as helically chiral alignment media. The thermoresponsivity observed for these polymers offers the possibility to measure different orientations of analytes before and after helix reversal of the alignment medium at 373 K. Herein we present a synthesized copolymer of phenethyl- and benzylaspartate as a new alignment medium undergoing this helix reversal at 303–313 K. Thus, the measurement of residual dipolar couplings (RDC) before and after the helix reversal is allowed for at ambient temperatures. A complete sign change of all 1H–13C RDCs was observed, which is close to the highest possible difference in NMR spectra.