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Tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate is a complex organic chemical compound characterized by the presence of a dihydropyridine ring and a boron-containing 1,3,2-dioxaborolane group. tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate is notable for its utility in organic synthesis, where it serves as a versatile reagent for a variety of chemical transformations, particularly in cross-coupling reactions. The incorporation of a tert-butyl group introduces steric hindrance, which can significantly affect the compound's reactivity in different chemical processes. Moreover, the boron-containing moiety is advantageous for the incorporation of boron atoms into organic molecules, a technique that finds applications in medicinal chemistry and materials science.

865245-32-5

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

    Cas No: 865245-32-5

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865245-32-5 Usage

Uses

Used in Organic Synthesis:
Tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate is used as a reagent in organic synthesis for facilitating various chemical transformations. Its unique structure allows it to participate in cross-coupling reactions, which are essential for the formation of carbon-carbon bonds in the construction of complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate is utilized as a building block for the synthesis of pharmaceutically relevant molecules. The ability to introduce boron atoms into organic molecules is particularly valuable, as boron-containing compounds can exhibit unique chemical and biological properties that are exploited in drug design and development.
Used in Materials Science:
Tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate also finds application in materials science, where it can be incorporated into the design and synthesis of new materials with specific properties. The introduction of boron can alter the electronic, magnetic, or mechanical characteristics of these materials, making them suitable for various high-tech applications.
Used in the Synthesis of Complex Organic Molecules:
tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate is used as a versatile building block for the synthesis of more complex organic molecules. Its structural features, including the dihydropyridine ring and the boron-containing group, make it a valuable intermediate in the preparation of a wide range of organic compounds, which can be further modified or functionalized to achieve desired properties or reactivities.

Check Digit Verification of cas no

The CAS Registry Mumber 865245-32-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,6,5,2,4 and 5 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 865245-32:
(8*8)+(7*6)+(6*5)+(5*2)+(4*4)+(3*5)+(2*3)+(1*2)=185
185 % 10 = 5
So 865245-32-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H28BNO4/c1-14(2,3)20-13(19)18-11-9-8-10-12(18)17-21-15(4,5)16(6,7)22-17/h10H,8-9,11H2,1-7H3

865245-32-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylate

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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More Details:865245-32-5 SDS

865245-32-5Relevant articles and documents

CXCR4 INHIBITORS AND USES THEREOF

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Paragraph 00330, (2018/04/11)

The present invention provides compounds, compositions thereof, and methods of using the same.

Preparation and Suzuki-Miyaura coupling reactions of tetrahydropyridine-2- boronic acid pinacol esters

Occhiato, Ernesto G.,Lo Galbo, Fabrizio,Guarna, Antonio

, p. 7324 - 7330 (2007/10/03)

A study on the conversion of lactam-derived vinyl triflates and phosphates into the corresponding vinyl boronates was carried out. While δ-valerolactam-derived vinyl triflates were successfully converted into 1,4,5,6-tetrahydropyridine-2-boronic acid pinacol ester derivatives by Pd-catalyzed coupling reaction with both bis(pinacolato)diboron and pinacolborane, pyrrolidinone and ε-caprolactam derivatives either did not react or were readily reduced. The δ-valerolactam-derived vinyl boronates are thermally stable compounds that efficiently coupled, under Pd catalysis, with structurally diverse aryl and heteroaryl bromides and triflates, vinyl iodides and bromides, and aromatic acid chlorides, to give the corresponding 2-substituted piperidines in good to excellent yields. The number of electrophiles that can virtually be coupled with these new boronic esters makes them very useful reagents for the synthesis of N-heterocyclic compounds.

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