Description

(3S)-1-Iodo-3-(tert-Butyldimethylsilyloxy)-1-Octene is a high-value, stereochemically defined organosilicon building block containing both a vinyl iodide and a protected alcohol functionality. This compound matters as a versatile chiral synthon for advanced organic synthesis, enabling the stereoselective construction of complex molecular architectures. It is primarily needed by research chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials industries for applications in cross-coupling reactions and natural product synthesis.

Application

• Pharmaceutical Intermediate: A key chiral precursor in the synthesis of active pharmaceutical ingredients (APIs) and complex natural products.
• Cross-Coupling Reactions: The vinyl iodide moiety serves as an excellent electrophile in Stille, Suzuki, and Negishi cross-coupling reactions to form new carbon-carbon bonds.
• Asymmetric Synthesis: Utilized in stereocontrolled synthesis to introduce chiral centers with high enantiomeric purity, leveraging the (3S) configuration.
• Protecting Group Chemistry: The tert-butyldimethylsilyl (TBDMS) group protects the alcohol, allowing for selective deprotection in multi-step synthetic sequences.
• Agrochemical Research: Used in the development of novel chiral pesticides and herbicides.
• Material Science: Acts as a monomer or building block for creating specialized polymers and liquid crystals with specific optical properties.

Basic Information

Product Name	(3S)-1-Iodo-3-(tert-Butyldimethylsilyloxy)-1-Octene
CAS No.	63358-20-3
Molecular Formula	C14H29IOSi
Molecular Weight	368.37 g/mol
Synonyms	1-Octene, 1-iodo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (3S)-; (S)-1-Iodo-3-((tert-butyldimethylsilyl)oxy)oct-1-ene; (3S)-1-Iodo-3-[(tert-butyldimethylsilyl)oxy]-1-octene; (S)-3-(tert-Butyldimethylsilyloxy)-1-iodo-1-octene; (S)-TBDMS-protected 3-hydroxy-1-iodo-1-octene; Chiral vinyl iodide TBDMS ether; (S)-1-Iodo-3-(TBS-oxy)-1-octene
EINECS	Contact for details

Quality Control

Our (3S)-1-Iodo-3-(tert-Butyldimethylsilyloxy)-1-Octene is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC, NMR, and GC-MS, to ensure high chemical and enantiomeric purity. Certificates of Analysis (COA) detailing identity, purity, and specific impurities are available upon request to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a recommended temperature of 2-8°C (refrigerated) to maximize shelf-life stability. The compound is sensitive to light and strong bases; keep away from incompatible materials.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 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.