1048976-83-5

Basic information

• Product Name: 1-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE-4-BORONIC ACID PINACOL ESTER
• Synonyms: 1-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE-4-BORONIC ACID PINACOL ESTER;1-BENZYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1,2,3,6-TETRAHYDROPYRIDINE;1,2,3,6-Tetrahydro-1-(phenylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;3-hydroxy-2,3-dimethylbutan-2-yl hydrogen (1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)boronate;1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine;1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);(1-BENZYL-1,2,3,6-TETRAHYDROPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER
• CAS NO: 1048976-83-5
• Molecular Formula: C₁₈H₂₆BNO₂
• Molecular Weight: 317.23082
• Mol File: 1048976-83-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 357.709 °C at 760 mmHg
• Flash Point: 170.137 °C
• Appearance: /
• Density: 1.05
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 8.30±0.40(Predicted)
• CAS DataBase Reference: 1-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE-4-BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE-4-BORONIC ACID PINACOL ESTER(1048976-83-5)
• EPA Substance Registry System: 1-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE-4-BORONIC ACID PINACOL ESTER(1048976-83-5)

Safety Data

• Hazardous Substances Data: 1048976-83-5(Hazardous Substances Data)

Usage

General Description

1-Benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester is a boronic acid derivative that is commonly used in organic synthesis and medicinal chemistry. It is a white crystalline solid that is soluble in organic solvents and is stable under normal conditions. This chemical is commonly used as a building block in the synthesis of various pharmaceutical compounds, especially in the development of drugs targeting neurological disorders and cancer. Its boronic acid functionality allows it to form stable complexes with certain biological molecules, making it a valuable tool for the design and development of new drugs and chemical probes. Additionally, this compound is also used as a ligand in various catalytic processes, further adding to its versatility and importance in chemical research and development.

Upstream product

• 50-00-0 formaldehyd 
• 70882-08-5 N-benzylbuta-2,3-dien-1-amine 
• 73183-34-3 bis(pinacol)diborane 
• 175347-95-2 N-benzyl-4-bromo-1,2,5,6-tetrahydropyridine 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 100-44-7 benzyl chloride 
• 181219-01-2 4-pyridineboronic acid pinacol ester 

Relevant articles and documents

Preparation method of N-substituted-tetrahydropyridine-3/4-boric acid/ester

The invention discloses a preparation method of N-substituted tetrahydropyridine-3/4-boric acid/ester, and belongs to the technical field of organic boric acid chemistry. The method comprises the following steps: carrying out a reaction on pyridine-3/4-boric acid/ester and a halide to form a quaternary salt, and reducing the quaternary salt with sodium/potassium borohydride in an aprotic solvent to generate N-substituted-tetrahydropyridine-3/4-boric acid/ester. According to the method, easily-synthesized pyridine-3/4-boric acid/ester is used as a raw material, the product can be obtained through two continuous steps, and the reaction selectivity is high, so that the defect that palladium-catalyzed coupling or ultralow temperature is needed when substituted piperidone is adopted as a raw material is overcome, the method is verified on the hectogram scale, and a concise and efficient synthesis path is provided for preparation of the compound.

Technological method for synthesizing N-substituted-1,2,5,6-tetrahydropyridine-4-boric acid ester

The invention relates to an organic compound synthesis method, in particular to a technological method for synthesizing N-substituted-1,2,5,6-tetrahydropyridine-4-boric acid ester. The method comprises the step that N-substituted-1,2,5,6-tetrahydropyridine-4-halide serves as a raw material to react with bi-boric acid ester, cuprous halide or cuprous oxide, a ligand and organic base in a solvent, so that N-substituted-1,2,5,6-tetrahydropyridine-4-boric acid ester is obtained. The method is innovative, and easy and convenient to operate, the technological route is short, the cost is low, the product purity is high, the reaction conditions are mild, the situation that metal palladium coupling or a high-activity Grignard reagent and a low temperature condition are adopted in a traditional method is avoided, and the method has potential cost advantage, and is suitable for industrialized scale-up production.