N-Carbobenzoxy-DL-tryptophan - ≥97%(T) , CAS No.13058-16-7

CAS: 13058-16-7 Cat. No.: N159598 Molecular Weight: 338.36

GRADE & PURITY ≥97%(T)

Synonyms

2-(((Benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid | MFCD11112234 | 1-(piperidin-4-yl)piperidine DiHCl | AB01681 | AB02665 | DL-Tryptophan, N-[(phenylmethoxy)carbonyl] | DL-Tryptophan, N-[(phenylmethoxy)carbonyl]- | N-Benzyloxycarbonyl-DL-tryp

Storage

Argon charged,Room temperature

Shipped In

Normal

Specifications

Synonyms

2-(((Benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid | MFCD11112234 | 1-(piperidin-4-yl)piperidine DiHCl | AB01681 | AB02665 | DL-Tryptophan, N-[(phenylmethoxy)carbonyl] | DL-Tryptophan, N-[(phenylmethoxy)carbonyl]- | N-Benzyloxycarbonyl-DL-tryp

Specifications & Purity

≥97%(T)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥97%(T)

Names and Identifiers

• Pubchem Sid: 504756395
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756395
• Canonical Smiles: C1=CC=C(C=C1)COC(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)O
• IUPAC Name: 3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoic acid
• InChIKey: AHYFYYVVAXRMKB-UHFFFAOYSA-N
• INCHI: 1S/C19H18N2O4/c22-18(23)17(10-14-11-20-16-9-5-4-8-15(14)16)21-19(24)25-12-13-6-2-1-3-7-13/h1-9,11,17,20H,10,12H2,(H,21,24)(H,22,23)
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)O
• Molecular Weight: 338.36
• Reaxy-Rn: 96745
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=96745&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolyl carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolyl carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolyl carboxylic acids and derivatives
• Alternative Parents: Benzyloxycarbonyls Alpha amino acids and derivatives 3-alkylindoles Substituted pyrroles Heteroaromatic compounds Carbamate esters Organic carbonic acids and derivatives Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolyl carboxylic acid derivative - Alpha-amino acid or derivatives - Benzyloxycarbonyl - 3-alkylindole - Indole - Monocyclic benzene moiety - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Carbamic acid ester - Pyrrole - Carbonic acid derivative - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Carbonyl group - Organic oxygen compound - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
• 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

Chemical and Physical Properties

• Sensitivity: air sensitive
• Melt Point(°C): 166.0to171.0℃
• Molecular Weight: 338.400 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 338.127 Da
• Monoisotopic Mass: 338.127 Da
• Topological Polar Surface Area: 91.400 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 464.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Chenyang Wang, Tiantian Guo, Rong Li, Shujuan Ma, Yinmao Wei, Junjie Ou.  (2025)  One-pot construction of monodisperse core-shell silica microsphere with quinine-containing hybrid fibrous shell for racemates separation.  ANALYTICA CHIMICA ACTA,      [PMID:40701719] [10.1016/j.aca.2025.344350]