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o-tert-Butyldimethylsilyl-3-Iodo-(2E)-Buten-1-Ol CAS NO 152893-54-4


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CAS No.:152893-54-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

o-tert-Butyldimethylsilyl-3-Iodo-(2E)-Buten-1-Ol is a high-value, protected iodobutanol derivative featuring a stereodefined (E)-alkene, serving as a versatile synthetic intermediate in advanced organic synthesis. Its core value lies in the strategic combination of a silyl-protected alcohol and a vinyl iodide moiety, enabling precise, sequential functionalization under mild conditions. This compound is essential for researchers and process chemists in the pharmaceutical and agrochemical industries, where it is used to construct complex molecular architectures, including natural products and active pharmaceutical ingredients (APIs).

Application

  • Pharmaceutical Intermediate: A key building block for the synthesis of complex drug candidates, particularly in cross-coupling reactions (e.g., Stille, Suzuki) to introduce the butenol fragment.
  • Agrochemical Synthesis: Used in the production of advanced pesticides and herbicides that require specific alkene geometry and functional group handles.
  • Material Science Precursor: Employed in the development of specialty polymers and liquid crystals where the defined (E)-configuration is critical for material properties.
  • Natural Product Synthesis: Facilitates the construction of challenging segments found in terpenes, macrolides, and other bioactive natural compounds.
  • Chemical Biology Probes: Serves as a starting material for creating tagged or modified molecules used in biochemical and cellular studies.
  • Organometallic Chemistry: The vinyl iodide group acts as a reliable substrate for generating organometallic reagents for further transformations.

Basic Information

Product Name o-tert-Butyldimethylsilyl-3-Iodo-(2E)-Buten-1-Ol
CAS No. 152893-54-4
Molecular Formula C10H21IOSi
Molecular Weight 312.27 g/mol
Synonyms (2E)-4-[(tert-Butyldimethylsilyl)oxy]-3-iodobut-2-en-1-ol; 3-Iodo-4-[(tert-butyldimethylsilyl)oxy]-(2E)-buten-1-ol; (E)-4-((tert-Butyldimethylsilyl)oxy)-3-iodobut-2-en-1-ol; TBDMS-protected 3-iodo-(E)-but-2-ene-1-ol; 152893-54-4; o-TBDMS-3-iodo-(2E)-buten-1-ol; Protected 3-iodobut-2-en-1-ol
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Quality Control

Our o-tert-Butyldimethylsilyl-3-Iodo-(2E)-Buten-1-Ol is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity, meeting the exacting standards required for research and process-scale applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. We adhere to cGMP principles where applicable, and our quality management system is designed to support regulatory filings for our customers in regulated industries.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is light-sensitive (store away from light) and should be handled under an inert atmosphere when appropriate to maximize shelf-life stability. Keep the container tightly sealed in a dry environment to prevent moisture ingress.

Specification

Item Specification
Appearance Colorless to pale yellow liquid
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Isomeric Purity ((E)-isomer) ≥ 98.0%
Water Content (KF) ≤ 0.5%

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

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