L-Aspartic acid β-benzyl ester - ≥98% , CAS No.2177-63-1

CAS: 2177-63-1 Cat. No.: A109015 Molecular Weight: 223.23 Beilstein Registry Number: 1983183 EC Number: 218-541-8

GRADE & PURITY ≥98%

Synonyms

4-(Phenylmethyl) hydrogen L-aspartate | VGALFAWDSNRXJK-VIFPVBQESA-N | AKOS015924123 | L-Aspartic acid 4-benzyl ester | (2S)-2-azaniumyl-4-oxo-4-phenylmethoxybutanoate | NCGC00015245-18 | .BETA.-BENZYL ASPARTATE | NSC 524167 | (2S)-2-amino-4-(benzyloxy)-4-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

application：

L-Aspartic acid β-benzyl ester is used in the synthesis of peptides with a 1,4-diazepine-2,5-dione ring structure and in development of block copolymers.

Specifications

Synonyms

4-(Phenylmethyl) hydrogen L-aspartate | VGALFAWDSNRXJK-VIFPVBQESA-N | AKOS015924123 | L-Aspartic acid 4-benzyl ester | (2S)-2-azaniumyl-4-oxo-4-phenylmethoxybutanoate | NCGC00015245-18 | .BETA.-BENZYL ASPARTATE | NSC 524167 | (2S)-2-amino-4-(benzyloxy)-4-

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488187240
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187240
• Canonical Smiles: C1=CC=C(C=C1)COC(=O)CC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-4-oxo-4-phenylmethoxybutanoic acid
• InChIKey: VGALFAWDSNRXJK-VIFPVBQESA-N
• INCHI: 1S/C11H13NO4/c12-9(11(14)15)6-10(13)16-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,14,15)/t9-/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)C[C@@H](C(=O)O)N
• WGK Germany: 3
• Molecular Weight: 223.23
• Beilstein: 1983183
• Reaxy-Rn: 2381251
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2381251&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Aspartic acid and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Aspartic acid and derivatives
• Alternative Parents: L-alpha-amino acids Benzyloxycarbonyls Fatty acid esters Dicarboxylic acids and derivatives Carboxylic acid esters Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aspartic acid or derivatives - Alpha-amino acid - Benzyloxycarbonyl - L-alpha-amino acid - Fatty acid ester - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Fatty acyl - Carboxylic acid ester - Amino acid - Carboxylic acid - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Amine - Organic oxide - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Primary amine - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aspartic acid and derivatives. These are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Specific Rotation[α]: 27 ° (C=1, 1mol/L HCl)
• Melt Point(°C): 223-227°C
• Molecular Weight: 223.220 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 223.084 Da
• Monoisotopic Mass: 223.084 Da
• Topological Polar Surface Area: 89.600 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 248.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Yingjie Yu, Bingkai Wang, Miao Sun, Yunchang Zhang, Lei Hou, Sizhen Wang, Tianheng Chen, Feng Yang, Zhiqiang Ma.  (2022)  Lysosomal activable Vorinostat carrier-prodrug self-assembling with BPQDs enables photothermal oncotherapy to reverse tumor thermotolerance and metastasis.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:35202725] [10.1016/j.ijpharm.2022.121580]

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6. Jianrong Cao, Keze Hong, Chengqi Lv, Weiting Jiang, Qi Chen, Rongze Wang, Yong Wang.  (2024)  Reduction-sensitive polymeric carrier for the targeted delivery of a quinazoline derivative for enhanced generation of reactive oxygen species against cancer.  Biomaterials Science,      [PMID:38526801] [10.1039/D3BM02136J]

7. Tianao Xie, Yukai Shan, Win Topatana, Taorui Yang, Ruijing Shen, Shijie Li, Jiadong Chen, Yiyuan Zhu, Ziyi Lu, Yeling Liu, Tianen Chen, Yujie Gao, Yuchao Sun, Xiujun Cai, Sarun Juengpanich, Mingyu Chen.  (2025)  Targeted Intracellular Copper Reservoir Enhances Liver Cancer Immunotherapy.  Small,      [PMID:40685755] [10.1002/smll.202502783]

8. Dejia Chen, Yixuan Xu, Yating Wang, Xin Li, Dalong Yin, Lifeng Yan.  (2024)  Diradicaloid-Loaded Polypeptide Nanoparticles for Two-Photon NIR Phototheranostics.  ACS Applied Materials & Interfaces,      [PMID:39441126] [10.1021/acsami.4c13338]

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