Description

(S)-Ethyl 2-(2-Benzyl-3-(4-Nitrophenylsulfonyloxy)Propanamido)Acetate is a high-purity chiral building block and synthetic intermediate of significant interest in advanced organic synthesis. Its value lies in its complex molecular architecture, which incorporates multiple functional handles—including a sulfonate ester and an amide linkage—for selective chemical transformations. This compound is primarily needed by research institutions and pharmaceutical development companies engaged in the creation of novel active pharmaceutical ingredients (APIs), complex natural product analogs, and specialized fine chemicals.

Application

• Pharmaceutical Intermediate: Serves as a key chiral precursor in the multi-step synthesis of potential drug candidates, particularly those targeting central nervous system (CNS) disorders or requiring specific stereochemical configurations.
• Peptidomimetic Research: Used in the design and synthesis of peptidomimetics and modified peptide backbones due to its amidoacetate ester moiety, which can mimic natural amino acid structures.
• Chemical Biology Probe Development: Acts as a scaffold for creating activity-based probes or PROTACs (Proteolysis Targeting Chimeras) where the sulfonyloxy group can be utilized for further conjugation or as a leaving group.
• Asymmetric Synthesis: Employed in stereoselective reactions to introduce the (S)-configured benzyl-substituted carbon center into more complex molecular frameworks.
• Sulfonate Ester Chemistry: The 4-nitrophenylsulfonyloxy (Nosyl) group is a versatile protecting group or activating agent in nucleophilic substitution reactions, making this compound valuable for method development.
• Academic & Process Chemistry: Used in university and industrial R&D settings for route scouting, process optimization, and exploring new synthetic methodologies.

Basic Information

Product Name	(S)-Ethyl 2-(2-Benzyl-3-(4-Nitrophenylsulfonyloxy)Propanamido)Acetate
CAS No.	1404514-08-4
Molecular Formula	C20H22N2O7S
Molecular Weight	434.46 g/mol
Synonyms	Ethyl (2S)-2-[(2S)-2-benzyl-3-[(4-nitrophenyl)sulfonyloxy]propanamido]acetate; (S)-Ethyl 2-((S)-2-Benzyl-3-((4-nitrophenyl)sulfonyloxy)propanamido)acetate; (S)-Nosyl Protected Amino Acid Ester Derivative; (S,S)-Ethyl 2-(2-Benzyl-3-(4-nitrobenzenesulfonyloxy)propanamido)acetate; (S)-2-[(2-Benzyl-3-{[(4-nitrophenyl)sulfonyl]oxy}propanoyl)amino]acetic Acid Ethyl Ester; (S)-Ethyl N-[(2S)-2-Benzyl-3-(4-nitrophenoxysulfonyl)propanoyl]glycinate; Glycine, N-[(1S)-1-(benzylmethyl)-2-[(4-nitrophenyl)sulfonyl]oxy]ethyl]-, ethyl ester; BOC Sciences Brand Name: BBL-PS-1404514-08-4
EINECS	Contact for details

Quality Control

Our (S)-Ethyl 2-(2-Benzyl-3-(4-Nitrophenylsulfonyloxy)Propanamido)Acetate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC for enantiomeric excess (ee) verification, to ensure high chemical and isomeric purity suitable for demanding research and development applications. Certificates of Analysis (COA) detailing purity, identity, and impurity profiles are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines
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.