L-Phenylalanine tert-butyl ester hydrochloride - ≥99% , CAS No.15100-75-1

CAS: 15100-75-1 Cat. No.: P100455 Molecular Weight: 257.76 Beilstein Registry Number: 4723424 EC Number: 239-151-4

GRADE & PURITY ≥99%

Synonyms

J-019431 | L-Phenylalanine t-Butyl Ester Hydrochloride | tert-butyl (2S)-2-amino-3-phenylpropanoate hydrochloride | EN300-108902 | MFCD00038894 | phenylalanine tert butyl ester hydrochloride | AKOS015888340 | L-PHENYLALANINE TERT-BUTYL ESTER HCL | phenyla

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

J-019431 | L-Phenylalanine t-Butyl Ester Hydrochloride | tert-butyl (2S)-2-amino-3-phenylpropanoate hydrochloride | EN300-108902 | MFCD00038894 | phenylalanine tert butyl ester hydrochloride | AKOS015888340 | L-PHENYLALANINE TERT-BUTYL ESTER HCL | phenyla

Specifications & Purity

≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC(C)(C)OC(=O)C(CC1=CC=CC=C1)N.Cl
• IUPAC Name: tert-butyl (2S)-2-amino-3-phenylpropanoate;hydrochloride
• InChIKey: FDMCEXDXULPJPG-MERQFXBCSA-N
• INCHI: 1S/C13H19NO2.ClH/c1-13(2,3)16-12(15)11(14)9-10-7-5-4-6-8-10;/h4-8,11H,9,14H2,1-3H3;1H/t11-;/m0./s1
• Isomeric SMILES: CC(C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N.Cl
• WGK Germany: 3
• Molecular Weight: 257.76
• Beilstein: 4723424
• Reaxy-Rn: 6318380
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6318380&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 Phenylalanine 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: Phenylalanine and derivatives
• Alternative Parents: Alpha amino acid esters Amphetamines and derivatives Fatty acid esters Aralkylamines Quaternary ammonium salts Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Organic chloride salts Monoalkylamines Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - Alpha-amino acid ester - Amphetamine or derivatives - Fatty acid ester - Aralkylamine - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Quaternary ammonium salt - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organic chloride salt - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Hydrocarbon derivative - Organic nitrogen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Amine - Organic salt - Organic cation - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine 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: Soluble in methanol.
• Sensitivity: Hygroscopic
• Melt Point(°C): 235-237°C
• Molecular Weight: 257.750 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 257.118 Da
• Monoisotopic Mass: 257.118 Da
• Topological Polar Surface Area: 52.300 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 227.000
• 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: 2

XLogP3

References

1. Chen Xiaoyu, Zhu Renlong, Zhang Baicheng, Zhang Xiaolong, Cheng Aoyuan, Liu Hongping, Gao Ruiying, Zhang Xuepeng, Chen Biao, Ye Shuji, Jiang Jun, Zhang Guoqing.  (2024)  Rapid room-temperature phosphorescence chiral recognition of natural amino acids.  Nature Communications,  15  (1): (1-11).  [PMID:38632229] [10.1038/s41467-024-47648-z]