Cas no 877060-55-4 (tert-Butyl 3-Formyl-1H-pyrrolo3,2-cpyridine-1-carboxylate)

Tert-Butyl 3-Formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate is a versatile heterocyclic building block used in pharmaceutical and organic synthesis. Its key advantages include the presence of both a formyl group and a Boc-protected nitrogen, enabling selective functionalization at multiple reactive sites. The tert-butyloxycarbonyl (Boc) group enhances stability and facilitates deprotection under mild acidic conditions, making it suitable for stepwise synthetic strategies. The compound’s pyrrolopyridine scaffold is valuable for constructing biologically active molecules, particularly in medicinal chemistry for kinase inhibitors and other therapeutic agents. Its well-defined reactivity and compatibility with diverse reaction conditions make it a practical intermediate for complex molecular architectures.
tert-Butyl 3-Formyl-1H-pyrrolo3,2-cpyridine-1-carboxylate structure
877060-55-4 structure
Product Name:tert-Butyl 3-Formyl-1H-pyrrolo3,2-cpyridine-1-carboxylate
CAS No:877060-55-4
MF:C13H14N2O3
MW:246.261863231659
CID:837943
PubChem ID:57355056
Update Time:2025-05-25

tert-Butyl 3-Formyl-1H-pyrrolo3,2-cpyridine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrolo[3,2-c]pyridine-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester
    • 1H-Pyrrolo[3,2-c]pyridine-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester
    • TERT-BUTYL 3-FORMYL-1H-PYRROLO[3,2-C]PYRIDINE-1-CARBOXYLATE
    • tert-Butyl 3-Formyl-1H-pyrrolo3,2-cpyridine-1-carboxylate
    • tert-butyl 3-formylpyrrolo[3,2-c]pyridine-1-carboxylate
    • SCHEMBL15902516
    • 877060-55-4
    • TERT-BUTYL3-FORMYL-1H-PYRROLO[3,2-C]PYRIDINE-1-CARBOXYLATE
    • AB43646
    • DTXSID10722867
    • AKOS032952348
    • EN300-1556045
    • Z1508715751
    • 877260-55-4
    • WDRSHMWGKULOGC-UHFFFAOYSA-N
    • MDL: MFCD08234840
    • Inchi: 1S/C13H14N2O3/c1-13(2,3)18-12(17)15-7-9(8-16)10-6-14-5-4-11(10)15/h4-8H,1-3H3
    • InChI Key: WDRSHMWGKULOGC-UHFFFAOYSA-N
    • SMILES: O(C(N1C=C(C=O)C2C=NC=CC1=2)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 246.10044231g/mol
  • Monoisotopic Mass: 246.10044231g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 338
  • 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: 1.7
  • Topological Polar Surface Area: 61.2?2

tert-Butyl 3-Formyl-1H-pyrrolo3,2-cpyridine-1-carboxylate Security Information

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Additional information on tert-Butyl 3-Formyl-1H-pyrrolo3,2-cpyridine-1-carboxylate

tert-Butyl 3-Formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate: A Comprehensive Overview

The compound tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate, identified by the CAS number 877060-55-4, is a fascinating molecule with significant potential in various fields of organic chemistry and materials science. This compound has garnered attention due to its unique structural features and promising applications in drug discovery, electronic materials, and advanced chemical synthesis. In this article, we delve into the properties, synthesis methods, and recent advancements associated with this compound.

The molecular structure of tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate comprises a pyrrolopyridine core with a formyl group at position 3 and a tert-butyl ester at position 1. This combination of functional groups renders the molecule highly versatile. The pyrrolopyridine system is known for its aromaticity and conjugation, which contribute to its stability and reactivity. The formyl group introduces additional reactivity, making it a valuable precursor in organic synthesis.

Recent studies have highlighted the potential of tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate in the development of advanced materials. Researchers have explored its use as a building block for constructing heterocyclic frameworks, which are essential in the design of new pharmaceuticals and electronic materials. For instance, the compound has been employed in the synthesis of fluorescent materials, where its conjugated system plays a crucial role in emitting light under specific conditions.

In terms of synthesis, several methods have been reported to prepare tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate. One common approach involves the cyclization of appropriately substituted precursors under acidic or basic conditions. The choice of reaction conditions significantly influences the yield and purity of the final product. Recent advancements in catalytic methods have further enhanced the efficiency of these syntheses, making them more environmentally friendly and cost-effective.

The application of tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate extends beyond traditional organic chemistry. Its ability to undergo various transformations has made it a valuable intermediate in drug discovery programs targeting complex diseases such as cancer and neurodegenerative disorders. For example, derivatives of this compound have shown promising results in preclinical studies as inhibitors of specific enzymes involved in disease progression.

In addition to its role in therapeutic development, tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate has also found applications in materials science. Its conjugated system makes it an attractive candidate for use in organic electronics, such as light-emitting diodes (LEDs) and photovoltaic devices. Researchers have demonstrated that derivatives of this compound can exhibit desirable electronic properties, including high conductivity and stability under operational conditions.

The versatility of tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxylate is further underscored by its utility in click chemistry reactions. These reactions enable the rapid assembly of complex molecules by exploiting the reactivity of specific functional groups. The presence of both formylation and esterification functionalities makes this compound an ideal substrate for such reactions, facilitating the construction of diverse chemical libraries.

In conclusion, tert-butyl 3-formyl-1H-pyrrolo[3,2-c]pyridine-1-carboxyliet, with its unique structure and functional groups (e.g.,, formylation at position 3), represents a valuable compound with wide-ranging applications across multiple disciplines. Its role as a building block for advanced materials and therapeutics positions it as a key player in contemporary chemical research. As ongoing studies continue to uncover new potential uses for this compound (e.g.,, drug delivery systems), its significance within the scientific community is expected to grow further.

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