Cas no 219508-62-0 (Tert-Butyl 6-amino-1H-indole-1-carboxylate)

Tert-Butyl 6-amino-1H-indole-1-carboxylate is a protected indole derivative featuring a tert-butoxycarbonyl (Boc) group at the 1-position and an amino substituent at the 6-position. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The Boc group enhances stability, facilitating handling and storage, while the free amino group allows for further functionalization through coupling or derivatization reactions. Its structural features make it valuable for constructing complex heterocyclic frameworks. The compound is typically used under controlled conditions, with purity and reactivity optimized for synthetic efficiency. Proper handling requires adherence to standard safety protocols for amine and carbamate functionalities.
Tert-Butyl 6-amino-1H-indole-1-carboxylate structure
219508-62-0 structure
Product Name:Tert-Butyl 6-amino-1H-indole-1-carboxylate
CAS No:219508-62-0
MF:C13H16N2O2
MW:232.278343200684
MDL:MFCD04114745
CID:66991
PubChem ID:22240525
Update Time:2025-10-05

Tert-Butyl 6-amino-1H-indole-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 6-amino-1H-indole-1-carboxylate
    • tert-Butyl 6-amino-1-indolecarboxylate
    • 1-Boc-6-Aminoindole
    • 6-amino-indole-1-carboxylic acid tert-butyl ester
    • Aminoindole-1-carboxylic Acid tert-Butyl Ester
    • tert-butyl 6-aminoindole-1-carboxylate
    • 6-amino-1-tert-butoxycarbonylindole
    • N-Boc-6-Aminoindole
    • 1-Boc-6-amino-indole
    • 1H-INDOLE-1-CARBOXYLIC ACID, 6-AMINO-, 1,1-DIMETHYLETHYL ESTER
    • PubChem21657
    • 1-N-Boc-6-aminoindole
    • KYZMFSVVFOVRNK-UHFFFAOYSA-N
    • FCH1623601
    • AB18896
    • tert-butyl 6
    • SY107860
    • CS-W000608
    • AKOS015903868
    • tert-butyl 6-aminoindole-1-carboxylate;tert-Butyl 6-amino-1H-indole-1-carboxylate
    • SCHEMBL2003464
    • FD13074
    • tert-Butyl6-amino-1H-indole-1-carboxylate
    • FT-0653462
    • AMY24047
    • MFCD04114745
    • 219508-62-0
    • A815776
    • AC-22681
    • DS-18166
    • P,P-DIPHENYLPHOSPHINOTHIOICHYDRAZIDE
    • DTXSID00623733
    • DB-017653
    • Tert-Butyl 6-amino-1H-indole-1-carboxylate
    • MDL: MFCD04114745
    • Inchi: 1S/C13H16N2O2/c1-13(2,3)17-12(16)15-7-6-9-4-5-10(14)8-11(9)15/h4-8H,14H2,1-3H3
    • InChI Key: KYZMFSVVFOVRNK-UHFFFAOYSA-N
    • SMILES: O(C(N1C=CC2C=CC(=CC1=2)N)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 232.12100
  • Monoisotopic Mass: 232.121
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 298
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 57.2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.16
  • Melting Point: No data available
  • Boiling Point: 384.2°C at 760 mmHg
  • Flash Point: 186.1°C
  • Refractive Index: 1.572
  • PSA: 57.25000
  • LogP: 3.58790
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

Tert-Butyl 6-amino-1H-indole-1-carboxylate Security Information

Tert-Butyl 6-amino-1H-indole-1-carboxylate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Tert-Butyl 6-amino-1H-indole-1-carboxylate

Comprehensive Overview of Tert-Butyl 6-amino-1H-indole-1-carboxylate (CAS No. 219508-62-0)

Tert-Butyl 6-amino-1H-indole-1-carboxylate (CAS No. 219508-62-0) is a specialized organic compound widely utilized in pharmaceutical research and fine chemical synthesis. This indole derivative has garnered significant attention due to its versatile applications in drug discovery, particularly in the development of kinase inhibitors and bioactive molecules. The compound's tert-butyl and amino functional groups make it a valuable intermediate for constructing complex heterocyclic frameworks, aligning with current trends in small-molecule therapeutics and medicinal chemistry.

In recent years, the demand for indole-based compounds like Tert-Butyl 6-amino-1H-indole-1-carboxylate has surged, driven by their role in targeting cancer pathways and neurodegenerative diseases. Researchers frequently search for "indole derivatives in drug design" or "CAS 219508-62-0 applications," reflecting its relevance in high-throughput screening and structure-activity relationship (SAR) studies. The compound's stability under mild conditions and compatibility with cross-coupling reactions further enhances its utility in modern organic synthesis.

From a synthetic perspective, Tert-Butyl 6-amino-1H-indole-1-carboxylate serves as a key precursor for N-protected indole scaffolds, a feature highly sought after in peptide mimetics and fragment-based drug discovery. Its carbamate protection strategy is particularly advantageous in multi-step syntheses, addressing common challenges like functional group compatibility and selective deprotection. These attributes resonate with trending queries such as "how to modify indole rings" and "tert-butyl carbamate in medicinal chemistry," highlighting its interdisciplinary importance.

Environmental and regulatory considerations also shape the discourse around this compound. Unlike many reactive intermediates, Tert-Butyl 6-amino-1H-indole-1-carboxylate exhibits favorable green chemistry metrics, with studies emphasizing its potential for atom-economical transformations. This aligns with the growing industry focus on sustainable synthesis, as evidenced by searches for "eco-friendly indole derivatives" and "CAS 219508-62-0 safety profile."

Analytical characterization of CAS 219508-62-0 typically involves advanced techniques like HPLC-MS and NMR spectroscopy, ensuring high purity for critical applications. The compound's chromatographic behavior and spectral fingerprints are well-documented, supporting its adoption in quality-by-design (QbD) approaches—a hot topic in pharmaceutical manufacturing circles.

Looking ahead, Tert-Butyl 6-amino-1H-indole-1-carboxylate is poised to play a pivotal role in emerging fields such as PROTAC technology and covalent inhibitor design. Its structural features enable precise molecular editing, addressing contemporary challenges in undruggable target modulation. This forward-looking potential explains rising interest in "indole carbamates in targeted protein degradation"—a niche yet rapidly growing area of chemical biology.

For synthetic chemists, handling CAS 219508-62-0 requires standard air-sensitive techniques, though its crystalline form offers practical advantages in weighing accuracy and storage stability. These operational benefits, combined with its scalability, make it a preferred choice for both academic labs and industrial-scale production.

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