tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)carbamate

Name: tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)carbamate
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CAS No. 1392846-50-2
Cat. No. CS-0514398
Purity≥95%
MDL No.None

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tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)carbamate|CS-0514398

Structure of 1392846-50-2

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Description

This boronate ester integrates a stable, moisture-tolerant tetramethylboronate group with a bench-stable carbamate-protected heterocycle. Designed for efficient Suzuki-Miyaura coupling, it delivers precise functionalization in late-stage diversification of biologically active scaffolds under standard conditions.

Application

tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)carbamate serves as a robust boron-containing building block for palladium-catalyzed cross-coupling reactions. The boryl group enables efficient Suzuki-Miyaura coupling under mild conditions, while the benzo[d]thiazole core provides a stable, electron-deficient heterocyclic scaffold. The tert-butyl carbamate protects the amine during synthesis and can be selectively removed post-functionalization. This reagent exhibits excellent bench stability, simplifies purification, and demonstrates broad functional group tolerance in complex molecule assembly.

General Information

CAS No. 1392846-50-2
Cat. No. CS-0514398
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₅BN₂O₄S
Molecular Weight 376.28
Synonym(s) None
SMILES O=C(NC1=NC2=C(S1)C=CC(B3OC(C)(C(C)(C)O3)C)=C2)OC(C)(C)C

Computational Chemistry Data

TPSA 69.68
LogP 3.9425
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 2

Safety Information

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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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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tert-Butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)carbamate

CAS No. 1392846-50-2

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