tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Basic Information

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CAS Number

885693-20-9

Molecular Formula

C16H28BNO4

Molecular Weight

309.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

103.0 to 107.0 deg-C

Boiling Point

348℃ at 760 mmHg

Density

1.05

Flash Point

348.007 °C at 760 mmHg

Refractive Index

1.488

SMILES

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B1(OC(C(O1)(C)C)(C)C)C2=CCCN(C2)C(=O)OC(C)(C)C

InChI

InChI=1S/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-9-12(11-18)17-21-15(4,5)16(6,7)22-17/h9H,8,10-11H2,1-7H3

InChIKey

KEEIJBAOTMNSEN-UHFFFAOYSA-N

LogP

3.1850000000000014

Topological Polar Surface Area

48.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

463

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
1-Boc-5,6-dihydro-2H-pyridine-3-boronic acid pinacol ester
tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate
1-Boc-1,2,5,6-tetrahydro-3-pyridylboronic Acid Pinacol Ester
2-(1-Boc-1,2,5,6-tetrahydro-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1-Boc-1,2,5,6-tetrahydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
1-(tert-Butoxycarbonyl)-5,6-Dihydro-2H-pyridine-3-boronic Acid Pinacol Ester
1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-pyridylboronic Acid Pinacol Ester
2-[1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-pyridyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1-Boc-5,6-Dihydro-2H-pyridine-3-boronic Acid Pinacol Ester
tert-Butyl 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate
tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate
1(2H)-Pyridinecarboxylic acid, 5,6-dihydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester (9CI)
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate
DS-13198
tert-butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate
885693-20-9
BBL102712
1-(Boc)-1,2,5,6-tetrahydropyridine-3-boronic acid pinacol ester
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylicacid tert-butyl ester
tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate, 95%
5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
1-BOC-3,6-DIHYDRO-2H-PYRIDINE-5-BORONIC ACID PINACOL ESTER
SY008465
tert-Butyl3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
N-Boc-1,2,5,6-tetrahydropyridine-3-boronic Acid Pinacol Ester

MDL Number

MFCD10697911

Customs Code

2934999090

FAQ

What are the physical and chemical properties of tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (CAS: 885693-20-9)?

The compound has a crystalline form with a molecular weight of approximately 376.47 g/mol. It is sparingly soluble in water but soluble in organic solvents like ethanol and dichloromethane. Chemically, it exhibits reactivity towards nucleophiles and can be used in various transformations such as ring opening reactions. It is stable under normal conditions but should be stored in a dry environment to prevent degradation.

How is tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (CAS: 885693-20-9) typically synthesized?

The compound is typically synthesized via a Suzuki coupling reaction, where a pyridine derivative is coupled with a boronic acid derivative in the presence of a palladium catalyst and a base. The reaction conditions involve heating under argon atmosphere to ensure sterically unhindered access of the coupling partners. The yield is around 70-80%, and the reaction is selective for the desired product.

What industries use tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (CAS: 885693-20-9)?

This compound finds applications in the pharmaceutical industry for the synthesis of complex organic molecules and in the polymer industry for the modification of polymer functionalities. It can also be used in the development of chemical sensors and semiconductors due to its unique reactivity and structural features.

What precautions should be taken when handling tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (CAS: 885693-20-9)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn at all times. The compound should be handled in a well-ventilated area or a fume hood to prevent inhalation. Spills should be cleaned up immediately with appropriate absorbents, and the area should be thoroughly washed down. For detailed safety information, refer to the safety data sheet (SDS) for the compound.