Description

(1R,2S)-1-Boc-Amino-2-Vinylcyclopropanecarboxylic Acid Ethyl Ester is a high-value, non-proteinogenic amino acid derivative featuring a conformationally constrained cyclopropane ring and a vinyl group, making it a versatile chiral building block for advanced synthesis. This compound is critical for medicinal chemistry research, enabling the precise construction of complex molecular architectures with defined stereochemistry. It is primarily sought by pharmaceutical R&D teams and fine chemical manufacturers developing novel therapeutics, including protease inhibitors and other bioactive molecules.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the synthesis of novel drug candidates, particularly protease inhibitors (e.g., HCV NS3/4A protease inhibitors) and other targeted therapies.
• Peptidomimetics & Constrained Peptides: Used to incorporate rigid, stereodefined cyclopropane motifs into peptide backbones to enhance metabolic stability, bioavailability, and receptor selectivity.
• Chemical Biology Probes: Serves as a building block for creating activity-based probes and labeled compounds to study enzyme function and biological pathways.
• Asymmetric Synthesis: Employed as a chiral auxiliary or starting material in stereoselective reactions to construct complex natural products and other chiral molecules.
• Agrochemical Research: Potential intermediate in the development of new, stereospecific active ingredients with optimized efficacy and environmental profiles.

Basic Information

Product Name	(1R,2S)-1-Boc-Amino-2-Vinylcyclopropanecarboxylic Acid Ethyl Ester
CAS No.	213316-49-5
Molecular Formula	C15H25NO5
Molecular Weight	299.36 g/mol
Synonyms	Ethyl (1R,2S)-1-[(tert-Butoxycarbonyl)amino]-2-vinylcyclopropanecarboxylate; (1R,2S)-1-[(tert-Butoxycarbonyl)amino]-2-vinylcyclopropanecarboxylic Acid Ethyl Ester; Boc-(1R,2S)-ACVE-OEt; (1R,2S)-Boc-AVCP-OEt; tert-Butyl ((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropyl)carbamate; (1R,2S)-1-(Boc-amino)-2-vinylcyclopropanecarboxylic acid ethyl ester; Boc-ACVE Ethyl Ester (1R,2S-isomer)
EINECS	Contact for details

Quality Control

Our production of (1R,2S)-1-Boc-Amino-2-Vinylcyclopropanecarboxylic Acid Ethyl Ester adheres to stringent quality protocols suitable for pharmaceutical R&D applications. Every batch is characterized by 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 each shipment to support your regulatory and research documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) to prevent oxidation. The material is sensitive to strong acids and organic solvents; keep away from incompatible materials. For long-term storage, desiccate to minimize moisture exposure.

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.