Description

Butanedioic Acid, 2-(Triphenylphosphoranylidene)-, 4-(1,1-Dimethylethyl) 1-Ethyl Ester is a specialized phosphorane reagent, commonly known as a Horner-Wadsworth-Emmons (HWE) reagent, used for the stereoselective synthesis of alkenes. Its value lies in its ability to facilitate the formation of (E)-selective α,β-unsaturated esters and other complex olefins under mild conditions, a critical transformation in advanced organic synthesis. This high-purity intermediate is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors developing novel active ingredients and functional molecules. CAS No. 157188-20-0.

Application

This Horner-Wadsworth-Emmons reagent is a cornerstone in modern synthetic chemistry, enabling precise carbon-carbon bond formation. Key industrial and research applications include:

• Pharmaceutical Intermediate Synthesis: For the stereocontrolled construction of key alkene segments in drug candidates, including retinoids, steroids, and other bioactive molecules.
• Agrochemical Development: Used in the synthesis of insecticide and herbicide precursors that require specific alkene geometry for optimal activity.
• Fine Chemical and Fragrance Manufacturing: Production of α,β-unsaturated esters and other olefinic compounds that serve as key aroma chemicals and flavor ingredients.
• Material Science Research: Building block for creating conjugated polymers, liquid crystals, and organic semiconductors where alkene configuration dictates electronic properties.
• Academic and R&D Laboratories: A reliable reagent for methodology development and the total synthesis of complex natural products.

Basic Information

Product Name	Butanedioic Acid, 2-(Triphenylphosphoranylidene)-, 4-(1,1-Dimethylethyl) 1-Ethyl Ester
CAS No.	157188-20-0
Molecular Formula	C29H33O4P
Molecular Weight	476.54 g/mol
Synonyms	4-tert-Butyl 1-ethyl 2-(triphenyl-λ5-phosphanylidene)succinate; Ethyl 4-tert-butyl 2-(triphenylphosphoranylidene)succinate; (Ethoxycarbonylmethyl)(tert-butoxycarbonyl)methylidenetriphenylphosphorane; HWE Reagent (tert-Butyl ethyl phosphonoacetate ylide); tert-Butyl ethyl (triphenylphosphoranylidene)succinate; Horner-Wadsworth-Emmons Reagent for (E)-alkene synthesis; Phosphorane, [(ethoxycarbonyl)(1,1-dimethylethoxycarbonyl)methyl]triphenyl-
EINECS	Contact for details

Quality Control

Our production of this advanced synthetic reagent adheres to stringent quality protocols to ensure batch-to-batch consistency and reliability for your critical reactions. Every lot is characterized by NMR (1H, 13C, 31P), HPLC, and mass spectrometry to confirm identity and high purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment, supporting compliance in cGMP and ISO 9001 environments for research and scale-up applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) when possible to maintain stability and prevent decomposition. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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