286961-14-6

Basic information

• Product Name: N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester
• Synonyms: N-BOC-1,2,5,6-TETRAHYDROPYRIDINE-4-(PINACOLATO)BORONATE;(N-TERT-BUTOXYCARBONYL)-1,2,3,6-TETRAHYDROPYRIDINE-4-BORONIC ACID PINACOL ESTER;4-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;3,6-DIHYDRO-2H-PYRIDINE-1-TERT-BUTOXYCARBONYL-4-BORONIC ACID, PINACOL ESTER;1-N-BOC-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE;PyridineC5H5N;3,6-Dihydro-2H-pyridine-1-N-Boc-4-boronic acid pinacol ester;1-N-BOC-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE 98+%
• CAS NO: 286961-14-6
• Molecular Formula: C₁₆H₂₈BNO₄
• Molecular Weight: 309.21
• EINECS: 1312995-182-4
• Product Categories: API intermediates;Organoborons;Pyridine
• Mol File: 286961-14-6.mol
• Article Data: 67

Chemical Properties

• Melting Point: 114.0 to 118.0 °C
• Boiling Point: 348.007 °C at 760 mmHg
• Flash Point: 164.269 °C
• Appearance: /Solid
• Density: 1.055 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.488
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.21±0.40(Predicted)
• Water Solubility: Soluble in most organic solvents. Insoluble in water.
• CAS DataBase Reference: N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester(286961-14-6)
• EPA Substance Registry System: N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester(286961-14-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37-60
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• Hazardous Substances Data: 286961-14-6(Hazardous Substances Data)

Usage

Description

N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester is an organic compound that serves as an intermediate in organic synthesis and pharmaceutical research and development. It is characterized by its off-white powder appearance and is known for its role in the Suzuki reaction, a type of cross-coupling reaction in organic chemistry.

Uses

1. Used in Chemical Synthesis:
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester is used as a reagent for Suzuki-Miyaura cross-coupling reactions, which are catalyzed by palladium phosphine catalysts. This reaction is essential for the formation of carbon-carbon bonds, a crucial aspect of organic synthesis.
2. Used in Pharmaceutical Research and Development:
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester is used as an intermediate in the development of various pharmaceutical compounds. It is particularly useful in the synthesis of enzymatic inhibitors and receptor ligands, which are vital for the treatment of various diseases.
3. Used in the Preparation of Anaplastic Lymphoma Kinase Inhibitors:
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester is used as a key intermediate in the synthesis of orally active anaplastic lymphoma kinase inhibitors. These inhibitors play a significant role in the treatment of certain types of cancer, such as non-small cell lung cancer and anaplastic large cell lymphoma.
4. Used in the Synthesis of Oxazolecarboxamides:
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester is also used in the preparation of oxazolecarboxamides, which serve as diacylglycerol acyltransferase-1 (DGAT-1) inhibitors. These inhibitors are essential for the treatment of obesity and diabetes, as they help regulate the synthesis of triglycerides and cholesterol in the body.
5. Used in Gene Activation:
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester is used in the synthesis of wrenchnolol derivatives, which are optimized for gene activation in cells. This application is particularly relevant in the field of molecular biology and genetic research, where understanding and manipulating gene expression is crucial for developing new therapies and treatments for various diseases.

InChI:InChI=1/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-12(9-11-18)17-21-15(4,5)16(6,7)22-17/h8H,9-11H2,1-7H3

Upstream product

• 138647-49-1 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 73183-34-3 bis(pinacol)diborane 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 1386393-97-0 tert-butyl 4-[(1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate 
• 24608-52-4 tert-butyl chloroformate 
• 181219-01-2 4-pyridineboronic acid pinacol ester 
• 159503-91-0 tert-butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 41979-39-9 4-piperidone hydrochloride 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 680192-98-7 deutero-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 675106-99-7 tert-butyl 4-(4-cyano-3-methylphenyl)-3,6-dihydropyridine-1(2H)-carboxylate 
• 455957-82-1 tert-butyl 4-[4-chloro-2-(2-methoxy-1-methyl-2-oxoethyl)phenyl]-3,6-dihydropyridine-1(2H)-carboxylate 
• 455957-77-4 tert-butyl 4-[4-chloro-2-(2-methoxy-2-oxoethyl)phenyl]-3,6-dihydropyridine-1(2H)-carboxylate 
• 455957-89-8 tert-butyl 4-{4-chloro-2-[(1R)-1-hydroxyethyl]phenyl}-3,6-dihydropyridine-1(2H)-carboxylate 
• 606099-80-3 tert-butyl 4-[7-amino-1-(3-methoxy4-nitrophenyl)-1H-pyrazolo[4,3-d]pyrimidin-3-yl]-1,2,3,6-tetrahydro-1-pyridinecarboxylate 
• 444607-01-6 4-{2-[1-(2,2,2-trifluoro-acetyl)-S-pyrrolidin-3-yloxy]phenyl}-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 474330-33-1 4-[2,5-bis-(2-trifluoromethyl-phenoxymethyl)-phenyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 951774-85-9 C₁₉H₂₅NO₄ 
• 138647-54-8 4-(2,4-Dichloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 308823-88-3 tert-Butyl 4-[2-(trifluoromethyl)phenyl]-1,2,5,6-tetrahydropyridinecarboxylate 
• 864830-05-7 tert-butyl 4-(2-chlorophenyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 194669-41-5 1-t-Butoxycarbonyl-4-(2-methoxyphenyl)-1,2,3,6-tetrahydropyridine 
• 90606-77-2 3',6'-dihydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid tert-butyl ester 
• 153655-94-8 tert-butyl-4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1(2H)-carboxylate 

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