Description

o-(1,1-Dimethylethyl)-n-[(Benzyloxy)Carbonyl]-L-Serine 4-Nitrophenyl Ester is a specialized, high-purity amino acid derivative designed for advanced organic synthesis. This compound is a critical activated ester intermediate, offering superior reactivity for peptide coupling and other nucleophilic substitution reactions under mild conditions. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel peptides, peptidomimetics, and other bioactive molecules.

Application

• Peptide Synthesis: As a key activated ester building block for the efficient, racemization-suppressed coupling of L-serine derivatives in solid-phase and solution-phase peptide synthesis.
• Pharmaceutical Intermediates: Serves as a crucial precursor in the research and development of active pharmaceutical ingredients (APIs), particularly those containing serine or modified amino acid motifs.
• Bioconjugation: Used in the chemical modification of proteins, antibodies, and other biomolecules to introduce functional handles or labels.
• Protecting Group Chemistry: The tert-butyl (Boc) and benzyloxycarbonyl (Cbz) protecting groups allow for orthogonal deprotection strategies in complex multi-step syntheses.
• Chemical Biology Research: Employed in the synthesis of probes, inhibitors, and tool compounds for studying enzymatic activity and biological pathways.
• Material Science: Potential use in the synthesis of functional polymers and dendrimers with precise amino acid sequences.

Basic Information

Product Name	o-(1,1-Dimethylethyl)-n-[(Benzyloxy)Carbonyl]-L-Serine 4-Nitrophenyl Ester
CAS No.	5545-50-6
Molecular Formula	C21H24N2O7
Molecular Weight	416.43 g/mol
Synonyms	N-Cbz-O-tert-butyl-L-serine 4-nitrophenyl ester; N-Carbobenzyloxy-O-tert-butyl-L-serine 4-nitrophenyl ester; Boc-Ser(Cbz)-ONp; L-Serine, N-[(benzyloxy)carbonyl]-O-(1,1-dimethylethyl)-, 4-nitrophenyl ester; Z-Ser(tBu)-ONp; Nα-Cbz-O-t-butyl-L-serine p-nitrophenyl ester; (2S)-2-[(Benzyloxy)carbonylamino]-3-[(2-methylpropan-2-yl)oxy]propanoic acid 4-nitrophenyl ester
EINECS	Contact for details

Quality Control

Our production of this high-value synthetic intermediate adheres to stringent quality protocols. Every batch is characterized and tested to ensure high chemical purity and structural integrity, with specifications typically meeting or exceeding 97% purity by HPLC. We provide comprehensive Certificates of Analysis (COA) with each shipment, detailing key parameters such as assay, chiral purity, and impurity profiles. Our quality system is designed to support cGMP-compliant applications in pharmaceutical research and development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and reactivity. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Chiral Purity (HPLC)	≥ 99.0% (L-isomer)
Melting Point	Contact for details
Loss on Drying	≤ 0.5%
Heavy Metals	≤ 20 ppm
Residual Solvents (GC)	Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.