Cas no 13590-42-6 (b-Benzyl L-Aspartic Acid N-carboxyanhydride)

b-Benzyl L-Aspartic Acid N-carboxyanhydride (BLA-NCA) is a specialized N-carboxyanhydride (NCA) monomer used in the controlled synthesis of polypeptides and polyamino acids via ring-opening polymerization. Its benzyl-protected side chain ensures selective deprotection, enabling precise modification of aspartic acid residues in peptide chains. This compound is particularly valuable in producing well-defined, high-purity polymers with tailored functionality, making it suitable for biomedical and materials science applications. BLA-NCA offers efficient polymerization kinetics and compatibility with various initiators, facilitating the development of advanced polymeric architectures. Its stability under anhydrous conditions ensures reliable handling and storage, supporting reproducible synthesis outcomes.
b-Benzyl L-Aspartic Acid N-carboxyanhydride structure
13590-42-6 structure
Product Name:b-Benzyl L-Aspartic Acid N-carboxyanhydride
CAS No:13590-42-6
MF:C12H11NO5
MW:249.219443559647
MDL:MFCD16037555
CID:148332
PubChem ID:11736783
Update Time:2025-10-31

b-Benzyl L-Aspartic Acid N-carboxyanhydride Chemical and Physical Properties

Names and Identifiers

    • 4-Oxazolidineaceticacid, 2,5-dioxo-, phenylmethyl ester, (4S)-
    • benzyl (S)-2,5-dioxooxazolidine-4-acetate
    • H-ASP(OBZL)-NCA
    • β-Benzyl L-Aspartic Acid N-carboxyanhydride
    • (4S)-2,5-Dioxooxazolidine-4-acetic acid benzyl ester
    • (4S)-4-(Benzyloxycarbonylmethyl)oxazolidine-2,5-dione
    • (4S)-4-[2-(Benzyloxy)-2-oxoethyl]oxazolidine-2,5-dione
    • (S)-2,5-Dioxo-4-oxazolidineacet
    • 2-[(4S)-2,5-Dioxooxazolidine-4-yl]acetic acid benzyl ester
    • 3-(Benzyloxycarbonyl)-N-carboxy-L-alanine anhydride
    • a-Benzyl-L-aspartic acid N-carboxyanhydride
    • Asp(obzl)-NCA
    • benzyl (1,2,3,4-tetrahydro-2,5-dioxo-1,3-oxazol-4-yl)acetate
    • Einecs 237-026-9
    • L-Asp(Obzl)-NCA
    • (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate
    • 4-Oxazolidineacetic acid, 2,5-dioxo-, phenylmethyl ester, (S)-
    • BENZYL(S)-2,5-DIOXOOXAZOLIDINE-4-ACETATE
    • (S)-2,5-Dioxo-4-oxazolidineacetic acid phenylmethyl ester
    • A927486
    • BENZYL 2-[(4S)-2,5-DIOXO-1,3-OXAZOLIDIN-4-YL]ACETATE
    • 13590-42-6
    • AKOS027393854
    • CS-0148542
    • n-carboxy-l-aspartic anhydride benzyl ester
    • benzyl (S)-2-(2,5-dioxooxazolidin-4-yl)acetate
    • SCHEMBL9886347
    • Beta-Benzyl L-Aspartic Acid N-carboxyanhydride
    • AS-71304
    • NS00052742
    • MFCD16037555
    • (S)-Benzyl2-(2,5-dioxooxazolidin-4-yl)acetate
    • b-Benzyl L-Aspartic Acid N-carboxyanhydride
    • A11347
    • (4S)-2,5-Dioxo-4-oxazolidineacetic Acid Phenylmethyl Ester; L-2,5-Dioxo-4-oxazolidineacetic Acid Benzyl Ester; L-Aspartic acid ss-benzyl ester N-carboxylic acid anhydride; ss-Benzyl L-aspartate N-carboxyanhydride
    • MDL: MFCD16037555
    • Inchi: 1S/C12H11NO5/c14-10(6-9-11(15)18-12(16)13-9)17-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,16)/t9-/m0/s1
    • InChI Key: QNIPTEJAZIWFHH-VIFPVBQESA-N
    • SMILES: O1C(N[C@H](C1=O)CC(=O)OCC1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 249.06400
  • Monoisotopic Mass: 249.063722
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 5
  • Complexity: 348
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.9
  • Topological Polar Surface Area: 81.7

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.332
  • Melting Point: No data available
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.546
  • PSA: 81.70000
  • LogP: 1.08370

b-Benzyl L-Aspartic Acid N-carboxyanhydride Security Information

b-Benzyl L-Aspartic Acid N-carboxyanhydride Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

b-Benzyl L-Aspartic Acid N-carboxyanhydride Pricemore >>

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b-Benzyl L-Aspartic Acid N-carboxyanhydride Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:13590-42-6)benzyl (S)-2,5-dioxooxazolidine-4-acetate
Order Number:sfd13026
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
Price ($):discuss personally

b-Benzyl L-Aspartic Acid N-carboxyanhydride Related Literature

Additional information on b-Benzyl L-Aspartic Acid N-carboxyanhydride

b-Benzyl L-Aspartic Acid N-carboxyanhydride: A Versatile Building Block in Biomedical Applications

b-Benzyl L-Aspartic Acid N-carboxyanhydride is a critical compound in the field of biomedical research, characterized by its unique molecular structure and functional properties. With the CAS No. 13590-42-6, this molecule serves as a key intermediate in the synthesis of peptides, polymers, and bioactive materials. Recent studies have highlighted its potential in drug delivery systems, biomaterials engineering, and protein conjugation technologies, demonstrating its significance in advancing therapeutic strategies.

The chemical structure of b-Benzyl L-Aspartic Acid N-carboxyanhydride consists of a benzyl group attached to the L-aspartic acid residue, with an N-carboxyanhydride functional group at the alpha carbon. This structure enables the compound to act as a monomer unit for polymerization reactions, particularly in the formation of peptide-based polymers. The N-carboxyanhydride functionality is highly reactive, allowing for controlled chemical modifications and crosslinking processes. This reactivity has been extensively studied in recent biomedical applications, where the compound is utilized to create hydrogels, nanoparticles, and targeted drug carriers.

One of the most promising applications of b-Benzyl L-Aspartic, Acid N-carboxyanhydride lies in its role in peptide synthesis. The N-carboxyanhydride group facilitates the formation of peptide bonds through ring-opening polymerization, making it a preferred reagent for solid-phase peptide synthesis. A 2023 study published in Advanced Materials demonstrated the use of this compound to synthesize peptide-based hydrogels with tunable mechanical properties. These hydrogels were shown to enhance cell adhesion and proliferation, making them suitable for regenerative medicine and 3D cell culture applications.

Additionally, the benzyl group in b-Benzyl L-Aspartic Acid N-carboxyanhydride provides opportunities for functionalization and targeted drug delivery. Researchers have explored the use of this compound to create PEGylated nanoparticles, which can improve the solubility and stability of therapeutic agents. A 2024 article in ACS Nano reported that b-Benzyl L-Aspartic Acid N-carboxyanhydride-based nanoparticles exhibited enhanced drug release kinetics in response to pH changes, making them ideal for targeted drug delivery in acidic tumor environments.

In the field of biomaterials engineering, b-Benzyl L-Aspartic Acid N-carboxyanhydride has been utilized to develop smart hydrogels with stimuli-responsive properties. These hydrogels can undergo phase transitions in response to temperature, pH, or enzymatic activity, enabling their use in controlled drug release and cellular microenvironment modulation. A 2023 review in Biomaterials Science highlighted the potential of this compound to create self-assembling peptides that form nanofibers with mechanical strength and biocompatibility.

The N-carboxyanhydride functionality of b-Benzyl L-Aspartic Acid N-carboxyanhydride also makes it a valuable tool in protein conjugation technologies. By linking proteins to polymeric scaffolds, this compound enables the creation of bioactive surfaces for medical devices and implantable systems. A 2022 study in Journal of Controlled Release demonstrated the use of this compound to functionalize biodegradable scaffolds with antimicrobial peptides, significantly reducing the risk of infection in tissue engineering applications.

Recent advancements in nanotechnology have further expanded the applications of b-Benzyl L-Aspartic Acid N-carboxyanhydride. Researchers are now exploring its use in nanoparticle synthesis for imaging and therapeutic purposes. A 2024 paper in Small reported the development of fluorescent nanoparticles based on this compound, which showed improved photostability and targeted delivery capabilities. These nanoparticles have potential applications in in vivo imaging and precision medicine.

Despite its versatility, the synthesis and handling of b-Benzyl L-Aspartic Acid N-carboxyanhydride require careful optimization to ensure chemical stability and reproducibility. Researchers are continuously working to improve reaction conditions and purification methods to enhance the efficiency of its use in biomedical applications. A 2023 study in Chemical Communications introduced a novel microwave-assisted synthesis method that significantly reduced the reaction time while maintaining the high purity of the final product.

Looking ahead, the continued exploration of b-Benzyl L-Aspartic Acid N-carboxyanhydride in biomedical research is expected to yield further innovations in drug delivery, biomaterials, and regenerative medicine. Its unique chemical properties make it a promising candidate for developing next-generation therapeutic strategies that address complex medical challenges. As research in this field progresses, the role of b-Benzyl L-Aspartic Acid N-carboxyanhydride is likely to expand, contributing to the advancement of biomedical technologies and patient care.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:13590-42-6)benzyl (S)-2,5-dioxooxazolidine-4-acetate
sfd13026
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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