Description

(R,E)-4-((tert-Butyldimethylsilyl)Oxy)Pent-2-Enoic Acid is a high-value, chiral building block featuring a protected hydroxyl group and an α,β-unsaturated carboxylic acid moiety. This compound is critical for the stereoselective synthesis of complex molecules, offering precise control over molecular architecture. It is primarily utilized by research chemists and process development scientists in the pharmaceutical and agrochemical industries for constructing advanced intermediates, active pharmaceutical ingredients (APIs), and novel bioactive compounds.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of prostaglandins, leukotrienes, and other bioactive molecules with defined stereochemistry.
• Asymmetric Synthesis: Used in conjugate addition reactions, cycloadditions, and other stereocontrolled transformations to introduce the (R)-configured carbon center.
• Natural Product Synthesis: Serves as a versatile building block for the total synthesis of complex natural products requiring the (E)-enoate and protected alcohol functionalities.
• Agrochemical Research: Employed in the development of new chiral active ingredients for herbicides, fungicides, and insecticides.
• Material Science Precursor: Potential use in creating functionalized monomers for specialized polymers.
• Academic & Process R&D: A valuable reagent for methodological development in organic chemistry and scale-up process optimization.

Basic Information

Product Name	(R,E)-4-((tert-Butyldimethylsilyl)Oxy)Pent-2-Enoic Acid
CAS No.	2126144-78-1
Molecular Formula	C11H22O3Si
Molecular Weight	230.38 g/mol
Synonyms	(R,E)-4-[(tert-Butyldimethylsilyl)oxy]-2-pentenoic acid; (R)-4-((tert-Butyldimethylsilyl)oxy)pent-2-enoic acid; (R,E)-TBS-protected 4-hydroxypent-2-enoic acid; (2E,4R)-4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-pentenoic acid; (R,E)-4-(tert-Butyldimethylsiloxy)pent-2-enoic acid; (R,E)-4-(TBDMSO)pent-2-enoic acid; (R,E)-4-(t-Butyldimethylsilyloxy)-2-pentenoic acid
EINECS	Contact for details

Quality Control

Our (R,E)-4-((tert-Butyldimethylsilyl)Oxy)Pent-2-Enoic Acid is manufactured under strict quality control protocols to ensure high chemical and chiral purity, essential for sensitive synthetic applications. Each batch is supported by a comprehensive Certificate of Analysis (COA) detailing identity, purity (typically by HPLC/NMR), chiral purity, and impurity profiles. We adhere to cGMP principles where applicable to support our clients' regulatory requirements for advanced pharmaceutical intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as specified on the label or COA. This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when possible to maintain stability. Keep away from fluoride sources and strong alkali.

Specification

Item	Specification
Appearance	Colorless to pale yellow viscous oil or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%

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