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

Name: tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1354356-24-3
Cat. No. CS-0041082
Purity≥97%
MDL No.None

HazMat Fee +

HazMat Fee

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it. There is a HazMat shipping fee for each item that qualifies as a dangerous good, except in the following scenarios:

The shipment is processed through FedEx Ground under the Limited Quantity option.

Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

If shipping is charged to your FedEx account, the HazMat fee will be billed directly by the courier. Otherwise, the fee will be included on your invoice. To help you avoid the HazMat fee, we can package a 5g order of a class 6.1 packing group I or II material as five separate 1g units, and a 100g order of any other dangerous good as four 25g units. This packaging adjustment will be made unless you instruct otherwise on your purchase order. Below, you will find the fee schedule from FedEx for handling hazardous materials.

Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

*For research and further manufacturing use only, not for direct human use.

tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate|CS-0041082

Structure of 1354356-24-3

Size

Price

Quantity

* Please select Quantity before adding items.

General Information

CAS No. 1354356-24-3
Cat. No. CS-0041082
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₄BNO₄
Molecular Weight 305.18
Synonym(s) None
SMILES O=C(C1=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1)OC(C)(C)C

Description

tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate delivers a boronate-functionalized pyridine scaffold with enhanced stability and compatibility in Suzuki-Miyaura cross-coupling. The tetramethyl-dioxaborolane moiety enables efficient palladium-catalyzed transformations under mild conditions, while the tert-butyl ester facilitates straightforward deprotection to yield the corresponding carboxylic acid. This reagent streamlines access to complex heterocyclic architectures in medicinal chemistry and materials synthesis.

Application

tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The picolinamide moiety provides a robust nitrogen-directed coupling site, while the tert-butyl ester offers bench stability and orthogonal deprotection. Compatible with diverse aryl and heteroaryl electrophiles, it facilitates efficient access to functionalized pyridine derivatives used in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  845306-08-3
- In-stock
  
  73183-34-3
- ~97%
- In-stock
  
  1354356-24-3
References
- BRISTOL-MYERS SQUIBB COMPANY; WROBLESKI, Stephen T.; DAS, Jagabandhu; DUAN, Jingwu; GUO, Junqing; HYNES, John; JIANG, Bin; KEMPSON, James; LIN, Shuqun; LU, Zhonghui; PITTS, William J.; SPERGEL, Steven H.; WU, Hong; YANG, Bingwei Vera Patent: WO2012/125893 A1, 2012 ; Location in patent: Page/Page column 225-226 ; WO 2012/125893 A1

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

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

TPSA 57.65
LogP 2.3361
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

1354356-24-3 sigma1354356-24-3 manufacturer1354356-24-3 price1354356-24-3 structure1354356-24-3 SDSbuy 1354356-24-31354356-24-3 supplier1354356-24-3 uses1354356-24-3 molecular weightprice of 1354356-24-31354356-24-3 chemical name formula of 1354356-24-3

Salutation:	*Country or Region:
*Applicant Name:	*Organization Name:
*Email Address:	Quantity:
CAS NO. :	Product Name:
Remarks:
Upload Pictures

CAS.No.		Product Name
Applicant Name *		Email Address *
Phone Number *		Organization Name*
Country or Region*		Quantity*
Remarks:

Product Name:
Cat. No.: .		CAS NO. :
Quantity:

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

CAS No. 1354356-24-3

Recommended Products