Description

[(R)-2-[(2,5-Dioxo-1-Pyrrolidinyl)Oxy]-2-Oxo-1-[(Diphenylmethylthio)Methyl]Ethyl]Carbamic Acid Benzyl Ester is a sophisticated chiral building block and pharmaceutical intermediate of significant commercial interest. Its molecular architecture, featuring a protected thiol and an activated ester group, makes it a critical reagent for the controlled synthesis of complex molecules, particularly in the development of active pharmaceutical ingredients (APIs). This compound is primarily utilized by research institutions and pharmaceutical manufacturers engaged in advanced organic synthesis and drug discovery programs.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of novel therapeutic agents, particularly those targeting neurological and metabolic disorders.
• Peptide Mimetics & Conjugation: Used for the site-specific introduction of thiol-protected moieties and for creating stable linkages in peptide-based drug candidates and bioconjugates.
• Asymmetric Synthesis: Serves as a chiral auxiliary or precursor in stereoselective reactions to construct molecules with high enantiomeric purity.
• Protecting Group Chemistry: The benzyl ester and diphenylmethylthio groups act as orthogonal protecting groups for carboxylic acids and thiols, respectively, enabling complex synthetic strategies.
• Chemical Biology Probes: Employed in the development of activity-based probes and labeled compounds for studying enzyme mechanisms and biological pathways.
• Material Science Research: Potential precursor for specialty polymers and advanced materials requiring specific chiral or functional group architectures.

Basic Information

Product Name	[(R)-2-[(2,5-Dioxo-1-Pyrrolidinyl)Oxy]-2-Oxo-1-[(Diphenylmethylthio)Methyl]Ethyl]Carbamic Acid Benzyl Ester
CAS No.	22423-73-0
Molecular Formula	C28H24N2O6S
Molecular Weight	516.57 g/mol
Synonyms	(R)-N-[(Benzyloxy)carbonyl]-S-(diphenylmethyl)cysteine N-hydroxysuccinimide ester; (R)-Z-Cys(Bzl)-OSu; (R)-N-CBZ-S-(diphenylmethyl)cysteine N-succinimidyl ester; Benzyl (R)-1-(((diphenylmethyl)thio)methyl)-2-((2,5-dioxopyrrolidin-1-yl)oxy)-2-oxoethylcarbamate; (R)-2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxo-1-[(diphenylmethylthio)methyl]ethyl]carbamic acid phenylmethyl ester; NSC 334380; Z-Cys(Bzl)-OSu (R-isomer)
EINECS	Contact for details

Quality Control

Our production of this high-value intermediate adheres to strict quality management systems. Each batch is characterized using advanced analytical techniques including HPLC, NMR, and chiral analysis to ensure high chemical and enantiomeric purity. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to support your regulatory and R&D documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C for long-term stability. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions when possible. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 0.5%
Total Impurities (HPLC)	≤ 2.0%

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