Description

1H-Pyrrole-1,2-Dicarboxylic Acid, 2,5-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, 1-(1,1-Dimethylethyl) 2-Methyl Ester, (2S)- is a high-value, chiral boronic ester derivative of a dihydropyrrole scaffold, serving as a critical synthetic intermediate. Its primary value lies in enabling Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing complex molecules in modern organic synthesis. This compound is essential for research and development chemists in the pharmaceutical and agrochemical industries, where it is used to introduce the functionalized pyrrole moiety into target molecules with high stereochemical fidelity.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs), particularly in the development of novel small-molecule drugs.
• Agrochemical Synthesis: Used in the research and production of advanced crop protection agents and herbicides.
• Material Science Research: Serves as a precursor for functional organic materials, such as conductive polymers or organic light-emitting diodes (OLEDs).
• Suzuki-Miyaura Cross-Coupling: The boronic ester functionality makes it an ideal partner for palladium-catalyzed coupling with aryl or vinyl halides.
• Chiral Synthesis: The (2S) stereochemistry provides a handle for the asymmetric construction of complex, biologically relevant molecules.
• Chemical Biology Probes: Useful in the design and synthesis of molecular probes for studying biological pathways and target engagement.

Basic Information

Product Name	1H-Pyrrole-1,2-Dicarboxylic Acid, 2,5-Dihydro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, 1-(1,1-Dimethylethyl) 2-Methyl Ester, (2S)-
CAS No.	1628500-51-5
Molecular Formula	C18H30BNO6
Molecular Weight	367.25 g/mol
Synonyms	(2S)-1-(tert-Butyl) 2-methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate; (S)-tert-Butyl methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate; (S)-1-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester; (S)-Boc-4-BPin-δ2-pyrroline-2-carboxylic acid methyl ester; (S)-Methyl 1-Boc-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-2-carboxylate
EINECS	Contact for details

Quality Control

Our production of this advanced intermediate adheres to strict quality control protocols to ensure batch-to-batch consistency and high chemical purity, which is critical for sensitive cross-coupling reactions. All materials are characterized by modern analytical techniques including NMR, HPLC, and MS. A comprehensive Certificate of Analysis (COA) detailing identity, purity (by HPLC/NMR), chiral purity, and impurity profile is provided with each shipment to support your quality assurance and regulatory documentation.

Storage

Preserve in a tightly closed container, protected from light. For long-term storage, keep the container under an inert atmosphere (e.g., nitrogen or argon) at a controlled room temperature (15-25°C). This compound is easily oxidized and light-sensitive; prolonged exposure to air, moisture, or light should be avoided to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white 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%
Residue on Ignition	≤ 0.1%

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