tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate

Name: tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate
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CAS No. 1095708-32-9
Cat. No. CS-W022970
Purity≥97%
MDL No.MFCD12032217

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tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate|CS-W022970

Structure of 1095708-32-9

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General Information

CAS No. 1095708-32-9
Cat. No. CS-W022970
Purity ≥97%
MDL No. MFCD12032217
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₅BN₂O₄
Molecular Weight 320.19
Synonym(s) tert-butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate
SMILES CC(C)(C)OC(=O)NC1=NC=CC(=C1)B1OC(C)(C)C(C)(C)O1

Description

This boronate ester features a pyridine core functionalized with a tert-butyl carbamate and a tetramethylboronate group, enabling efficient cross-coupling under mild conditions. The protecting group remains stable during reaction setup and can be removed post-functionalization, streamlining access to diverse nitrogen-containing scaffolds in medicinal chemistry and materials science.

Application

tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate serves as a stable, bench-friendly boron building block for Suzuki-Miyaura cross-coupling reactions. The pyridine scaffold enables versatile functionalization in medicinal chemistry and materials science, while the Boc-protected amine ensures compatibility with diverse reaction conditions. Its high functional group tolerance and ease of purification streamline synthetic workflows.

Synthesis

Route1
- In-stock
  
  207799-10-8
- In-stock
  
  73183-34-3
- ~75%
- In-stock
  
  1095708-32-9
References
- PFIZER LIMITED; ICAGEN, INC.; GREENER, Benjamin Scott; MARRON, Brian Edward; MILLAN, David Simon; RAWSON, David James; STORER, Robert Ian; SWAIN, Nigel Alan Patent: WO2012/4714 A2, 2012 ; Location in patent: Page/Page column 62 ; WO 2012/004714 A2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 69.68
LogP 2.7278
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate

CAS No. 1095708-32-9

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