Description

Ethyl (2S)-2,3-Bis[(2-benzoylsulfanylacetyl)amino]propanoate is a chiral, sulfur-containing dipeptide derivative with high structural specificity and defined stereochemistry at the C2 position. It serves as a specialized building block in the synthesis of protease inhibitors and thiol-protecting reagents for peptide and pharmaceutical development. This compound is primarily utilized by R&D laboratories and active pharmaceutical ingredient (API) manufacturers requiring stereochemically pure intermediates for oncology, antiviral, and metabolic disorder drug candidates.

Application

• Synthesis of cysteine protease inhibitors for targeted cancer therapeutics
• Chiral auxiliary in asymmetric peptide coupling reactions
• Thiol-protecting group reagent for selective S-benzoyl sulfanyl acylation in solid-phase peptide synthesis (SPPS)
• Key intermediate in the preparation of dual-targeted prodrugs with enhanced membrane permeability
• Research tool for studying ubiquitin-proteasome pathway modulation
• Building block for covalent protein labeling and activity-based protein profiling (ABPP)
• Development of radiolabeled tracers for PET imaging agent optimization
• Custom synthesis of GMP-grade intermediates for Phase I–III clinical trial materials

Basic Information

Product Name	Ethyl (2S)-2,3-Bis[(2-benzoylsulfanylacetyl)amino]propanoate
CAS No.	85916-30-9
Molecular Formula	C30H28N4O8S2
Molecular Weight	652.70 g/mol
Synonyms	(2S)-2,3-Bis[(2-benzoylsulfanylacetyl)amino]propanoic acid ethyl ester; Ethyl N,N'-bis(2-benzoylsulfanylacetyl)-L-serinate; Ethyl (2S)-2,3-bis[[(2-benzoylthio)acetyl]amino]propionate; EBAP; L-Serine, 2,3-bis[(2-benzoylthio)acetyl]amino-, ethyl ester; (2S)-Ethyl 2,3-bis[(2-benzoylsulfanylacetyl)amino]propanoate; BSA-L-Ser-OEt; Benzoylsulfanylacetyl-L-serine ethyl ester
EINECS	Contact for details

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request. All batches are verified for stereochemical integrity (chiral HPLC), identity (FT-IR, 1H-NMR), assay purity (HPLC-UV), and absence of heavy metals (ICP-MS). Manufacturing adheres to ISO 9001:2015 and supports regulatory filings under ICH Q5, Q7, and FDA 21 CFR Part 211 guidelines where applicable.

Storage

Preserve in a tightly closed container, protected from light. Store at 15–25°C in a dry, well-ventilated area. Avoid exposure to moisture and strong oxidizing agents.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Odor	Characteristic, faint aromatic
Identification (IR)	Conforms to reference standard
Identification (HPLC)	Retention time matches certified reference material
Assay (HPLC)	≥ 98.5%
Specific Rotation [α]D20	–24.5° to –26.5° (c = 1.0 in CHCl3)
Related Substances (HPLC)	Single impurity ≤ 0.3%; Total impurities ≤ 1.0%
Residue on Ignition	≤ 0.1%
Water (KF)	≤ 0.3%
Heavy Metals (as Pb)	≤ 10 ppm

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