Description

trans-2-(Tributyltin)Vinylboronic Acid Mida Ester is a specialized organotin reagent featuring a vinylboronic acid moiety protected by the MIDA (N-methyliminodiacetic acid) ligand. This compound is a valuable synthetic intermediate designed for controlled cross-coupling reactions, particularly in the construction of complex organic molecules. It is primarily utilized by research chemists and process development scientists in the pharmaceutical and advanced materials sectors for applications requiring precise stereochemical control and functional group tolerance.

Application

• Pharmaceutical Intermediate: Serves as a key building block in the synthesis of active pharmaceutical ingredients (APIs) via Stille and Suzuki-Miyaura cross-coupling reactions.
• Advanced Material Synthesis: Used in the development of organic electronic materials, liquid crystals, and polymers where the vinyl-tin moiety enables precise molecular assembly.
• Agrochemical Research: Employed in the discovery and development of novel crop protection agents and herbicides.
• Methodology Development: A crucial reagent for academic and industrial research focused on new catalytic cycles and synthetic methodologies involving organometallic chemistry.
• Complex Natural Product Synthesis: Facilitates the stereoselective introduction of vinyl groups in the total synthesis of complex natural products with biological activity.

Basic Information

Product Name	trans-2-(Tributyltin)Vinylboronic Acid Mida Ester
CAS No.	1237789-30-8
Molecular Formula	C20H38BNO4Sn
Molecular Weight	486.83 g/mol
Synonyms	trans-2-(Tributylstannyl)vinylboronic acid MIDA ester; (E)-2-(Tributylstannyl)ethene-1-boronic acid MIDA ester; N-Methyliminodiacetic acid (E)-2-(tributylstannyl)vinylboronate; Vinylboronic Acid MIDA Ester, trans-2-(Tributyltin)-; Tributyl(trans-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)stannane MIDA analog; B-(trans-2-(Tributylstannyl)vinyl)-N-methyliminodiacetic acid boronate
EINECS	Contact for details

Quality Control

Our trans-2-(Tributyltin)Vinylboronic Acid Mida Ester is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical characterization including NMR (1H, 13C, 11B, 119Sn), HPLC for purity assessment, and FT-IR for structural confirmation. Certificates of Analysis (COA) detailing all specifications are provided to ensure traceability and compliance with research-grade standards.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C in a cool, dry place. This material is hygroscopic and sensitive to oxidation; prolonged exposure to air, moisture, or elevated temperatures should be avoided to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95%
Isomeric Purity (trans-)	≥ 98%
Tin (Sn) Content	24.0 - 25.0 %
Water Content (KF)	≤ 0.5 %

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