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1-Cbz-azetidine-3-carboxylic acid

  CAS No.: 97628-92-7   Cat No.: BADC-01932   Purity: 97.0% 4.5  

1-Cbz-azetidine-3-carboxylic acid provides a protected amine for constrained linker synthesis. Useful in ADCs for enhancing chemical stability and spatial orientation.

1-Cbz-azetidine-3-carboxylic acid

Structure of 97628-92-7

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ADC Linker
Molecular Formula
C12H13NO4
Molecular Weight
235.24

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Synonyms
1-(benzyloxycarbonyl)azetidine-3-carboxylic acid; N-Cbz-Azetidine-3-carboxylic acid
IUPAC Name
1-phenylmethoxycarbonylazetidine-3-carboxylic acid
Canonical SMILES
C1C(CN1C(=O)OCC2=CC=CC=C2)C(=O)O
InChI
InChI=1S/C12H13NO4/c14-11(15)10-6-13(7-10)12(16)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,15)
InChIKey
PVJPBKZGIUAESY-UHFFFAOYSA-N
Boiling Point
421.2±45.0 °C at 760 mmHg

1-Cbz-azetidine-3-carboxylic acid, a vital organic compound, plays a pivotal role in chemical synthesis and pharmaceutical development. Here are four key applications presented with high perplexity and burstiness:

Chemical Synthesis: Embedded as a foundational unit in organic synthesis, 1-Cbz-azetidine-3-carboxylic acid acts as a cornerstone for building intricate molecular architectures essential for creating novel compounds. The versatile azetidine ring system nestled within this compound serves as a flexible intermediate, critical in the synthesis of diverse chemicals and materials, shaping the landscape of modern chemical synthesis.

Pharmaceutical Development: Within the realm of drug discovery, 1-Cbz-azetidine-3-carboxylic acid emerges as a fundamental ingredient in crafting potential therapeutic agents, particularly in the domain of peptidomimetics and cyclic peptides. Its unique structure facilitates the generation of molecules with enhanced pharmacokinetic and pharmacodynamic properties, providing researchers with a platform to explore innovative therapeutic pathways for a myriad of diseases, revolutionizing pharmaceutical development.

Medicinal Chemistry: In the domain of medicinal chemistry, 1-Cbz-azetidine-3-carboxylic acid stands as a pivotal scaffold for designing novel bioactive molecules. Its incorporation into drug structures enhances stability, selectivity, and potency of pharmaceutical agents, empowering medicinal chemists to innovate and optimize drug candidates for the demands of preclinical and clinical investigations, shaping the future of medicinal chemistry.

Material Science: Extending beyond medicinal realms, 1-Cbz-azetidine-3-carboxylic acid broadens its utility to the field of material science, contributing to the advancement of cutting-edge polymers and materials. Its integration into polymer chains imparts unique mechanical and thermal properties, enabling researchers to tailor advanced materials for a multitude of industrial applications through strategic modifications and enhancements, paving the way for innovative material science breakthroughs.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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