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TCI

CAS 152120-54-2

N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine TCI B3619

N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine TCI B3619

Chemical Identity

CAS No.
152120-54-2
PubChem
CID 6383521·SID 125307236
Formula
C14H22N4O4
Molecular weight
310.35 g/mol
Purity
>98.0%(HPLC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
tert-butyl (NZ)-N-[[(2-methylpropan-2-yl)oxycarbonylamino]-pyrazol-1-ylmethylidene]carbamate
SMILES
CC(C)(C)OC(=O)N/C(=N/C(=O)OC(C)(C)C)/N1C=CC=N1
InChIKey
QFNFDHNZVTWZED-UHFFFAOYSA-N
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N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine is a synthetic chemical compound widely used in laboratory settings for its role in forming C-X (non-halogen) bonds during complex molecule synthesis. This reagent is essential in organic chemistry and pharmacology for its ability to participate in various chemical reactions, including nucleophilic substitution and coupling reactions. Its unique molecular structure enables it to serve as a versatile building block in the synthesis of heterocyclic compounds and their derivatives, making it a key component in advanced chemical research.

The compound's preferred status stems from its stable yet reactive nature, which allows for controlled chemical transformations under specific conditions. The presence of tert-butoxycarbonyl groups provides structural stability while maintaining reactivity, enabling precise manipulation in synthetic pathways. Its molecular complexity and functional groups make it suitable for applications requiring high specificity and selectivity, such as in drug development and molecular modification processes. These properties ensure its reliability and effectiveness in a wide range of chemical reactions.

In Indonesian laboratories, this compound is commonly used in scientific research, pharmaceutical development, and industrial chemical synthesis. It supports the creation of complex molecules for medicinal and chemical applications, contributing to advancements in both academic and industrial sectors. Its role in high-precision chemical synthesis makes it an essential tool for researchers and chemists working in diverse fields.

TCI brochures (PDF)

  • Used in pharmaceutical research for the synthesis of complex heterocyclic compounds due to its reactivity and structural versatility.
  • Applied in organic chemistry for nucleophilic substitution and coupling reactions, offering controlled chemical transformations.
  • Utilized in drug development for the modification of molecular structures, enabling the creation of bioactive compounds.
  • Employed in synthetic chemistry for the preparation of derivatives with specific functional groups, enhancing molecular functionality.
  • Integrated into academic research projects for the study of molecular reactivity and synthetic pathway optimization.

From the TCI brochure

  • Guanidinylation of a primary amine (R-NH2) with Et3N in CH2Cl2 at rt, giving the Boc-protected guanidine; subsequent TFA treatment in CH2Cl2 at rt gives the free guanidine

Brand TCI
CAS number 152120-54-2
Molecular formula —
Purity —
Category Chemistry > Synthetic Reagents > C-X(Non-Halogen) Bond Formation [Synthetic Reagents]
Pack sizes Available in standard laboratory quantities as per supplier specifications
Physical form Solid, crystalline powder
Storage Store in a cool, dry place away from direct sunlight and moisture

This compound should be stored in a cool, dry environment to maintain its chemical stability. It is recommended to keep it in a tightly sealed container to prevent exposure to moisture and air. Due to its reactivity, it should be handled in a well-ventilated area, ideally under a fume hood, to minimize inhalation risks. Avoid contact with incompatible substances such as strong acids or bases. Proper personal protective equipment, including gloves and safety goggles, should be worn during handling. Regular monitoring of storage conditions ensures the compound remains effective for its intended applications.

References cited in the TCI brochure

  1. Takao Noguchi. Emergent Molecular Recognition through Self‐Assembly: Unexpected Selectivity for Hyaluronic Acid among Glycosaminoglycans Angewandte Chemie International Edition, 2016. doi:10.1002/anie.201511564