1432491-43-4

Basic information

• Product Name: 2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl -1,3,2-dioxaborolane
• Synonyms: 2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl -1,3,2-dioxaborolane;Cyclopropylethynylboronic acid pinacol ester
• CAS NO: 1432491-43-4
• Molecular Formula: C₁₁H₁₇BO₂
• Molecular Weight: 192.06248
• EINECS: -0
• Product Categories: organoboron
• Mol File: 1432491-43-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl -1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl -1,3,2-dioxaborolane(1432491-43-4)
• EPA Substance Registry System: 2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl -1,3,2-dioxaborolane(1432491-43-4)

Safety Data

• Hazardous Substances Data: 1432491-43-4(Hazardous Substances Data)

Usage

General Description

2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound commonly used in organic synthesis and as a building block for pharmaceuticals and agrochemicals. It is a boronic ester with a unique cyclopropyl group that gives it distinct reactivity and stability. 2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl -1,3,2-dioxaborolane is often employed in Suzuki-Miyaura cross-coupling reactions to form carbon-carbon bonds, making it a valuable tool in the construction of complex organic molecules. Its high stability and compatibility with a wide range of functional groups make it a versatile reagent in modern synthetic chemistry.

Upstream product

• 6746-94-7 Cyclopropylacetylene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 5239-82-7 cyclopropylacetic acid 

Relevant articles and documents

Design and synthesis of thiophene dihydroisoquinolines as novel BACE1 inhibitors

Utilizing a structure based design approach, combined with extensive medicinal chemistry execution, highly selective, potent and novel BACE1 inhibitor 8 (BACE1 Alpha assay IC50 = 8 nM) was made from a weak μM potency hit in an extremely efficient way. The detailed SAR and general design approaches will be discussed.

Method for removing hydroboration of aluminum chloride catalytic terminal group alkyne

The invention discloses a hydroboration method of an aluminum chloride catalytic terminal group alkyne, and belongs to the technical field of boronation of terminal alkynes. To the method, the terminal group alkyne is added into the aluminum chloride with

Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides

A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)?B bond oxidation. This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcohols, and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodology was further highlighted by the preparation of pharmaceutical molecules.