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tert-Butyl n-{2-[(1,3-Dioxo-2,3-Dihydro-1H-Isoindol-2-Yl)Oxy]Ethyl}Carbamate CAS NO 87276-51-5
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CAS No.:87276-51-5
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
tert-Butyl n-{2-[(1,3-Dioxo-2,3-Dihydro-1H-Isoindol-2-Yl)Oxy]Ethyl}Carbamate is a specialized, high-purity chemical intermediate of significant importance in advanced organic synthesis. Its core value lies in its bifunctional structure, incorporating both a phthalimide-protected amine and a tert-butyloxycarbonyl (Boc) protected amine, which provides orthogonal deprotection strategies for complex molecule assembly. This compound is primarily needed by pharmaceutical R&D and fine chemical manufacturers for the synthesis of active pharmaceutical ingredients (APIs), peptide mimetics, and other biologically active compounds requiring precise and sequential functional group manipulation.
Application
- Pharmaceutical Intermediate: A key building block in the multi-step synthesis of novel drug candidates, particularly in oncology and neurology research.
- Peptide Chemistry: Used for the introduction of protected aminoethyl spacer groups or as a precursor for unnatural amino acid derivatives in solid-phase peptide synthesis (SPPS).
- Linker Molecule Synthesis: Serves as a foundational unit for constructing cleavable linkers used in antibody-drug conjugates (ADCs) and prodrug development.
- Protecting Group Strategy: Enables sophisticated, sequential deprotection protocols in complex organic syntheses due to its orthogonal Boc and phthalimide protecting groups.
- Bioconjugation Chemistry: Acts as a reagent for modifying biomolecules, facilitating the attachment of payloads or labels under controlled conditions.
- Material Science Research: Employed in the development of functionalized polymers and dendrimers with tailored amine functionalities.
Basic Information
| Product Name | tert-Butyl n-{2-[(1,3-Dioxo-2,3-Dihydro-1H-Isoindol-2-Yl)Oxy]Ethyl}Carbamate |
| CAS No. | 87276-51-5 |
| Molecular Formula | C₁₅H₁₈N₂O₅ |
| Molecular Weight | 306.32 g/mol |
| Synonyms | 2-[(2-{[(tert-Butoxy)carbonyl]amino}ethoxy)carbonyl]isoindoline-1,3-dione; N-(2-Phthalimidoxyethyl)-N-Boc-amine; tert-Butyl (2-((1,3-dioxoisoindolin-2-yl)oxy)ethyl)carbamate; Boc-NH-(CH₂)₂-O-Phth; 2-({2-[(tert-Butoxycarbonyl)amino]ethyl}oxy)isoindole-1,3-dione; N-Boc-2-aminoethoxyphthalimide; (Boc-aminoethoxy)phthalimide; N-(tert-Butoxycarbonyl)-2-(phthalimidoxy)ethylamine |
| EINECS | Contact for details |
Quality Control
Our production of tert-Butyl n-{2-[(1,3-Dioxo-2,3-Dihydro-1H-Isoindol-2-Yl)Oxy]Ethyl}Carbamate adheres to stringent quality management protocols to ensure batch-to-batch consistency and high purity suitable for research and cGMP manufacturing. All materials are characterized by advanced analytical techniques including HPLC, NMR, and MS. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with each shipment, supporting compliance with global regulatory standards for pharmaceutical intermediates.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This compound may be moisture-sensitive; keep the container tightly sealed under an inert atmosphere if specified for long-term storage.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 98.0% |
| Melting Point | Contact for details |
| Loss on Drying | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
| Heavy Metals | ≤ 10 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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