tert-Butyl (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)carbamate

Name: tert-Butyl (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)carbamate
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CAS No. 1414475-01-6
Cat. No. CS-0177723
Purity≥95%
MDL No.MFCD28717087

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tert-Butyl (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)carbamate|CS-0177723

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General Information

CAS No. 1414475-01-6
Cat. No. CS-0177723
Purity ≥95%
MDL No. MFCD28717087
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₈BN₃O₄
Molecular Weight None
Synonym(s) Carbamic acid, N-[2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]ethyl]-, 1,1-dimethylethyl ester
SMILES O=C(OC(C)(C)C)NCCN1N=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

tert-Butyl (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)carbamate features a boronate ester group paired with a pyrazole core and a protected amine, enabling direct incorporation into Suzuki-Miyaura coupling reactions. The tetramethyl-1,3,2-dioxaborolane moiety ensures high stability and reactivity under standard conditions, while the tert-butyl carbamate offers convenient deprotection. This compound streamlines access to complex heterocyclic scaffolds in medicinal chemistry and materials science.

Application

tert-Butyl (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)carbamate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole moiety provides a stable heterocyclic scaffold with predictable reactivity, while the tert-butyl carbamate group offers excellent bench stability and ease of removal under mild acidic conditions. Its compatibility with diverse reaction partners enables efficient construction of complex molecular architectures in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P280-P301+P330+P331-P304+P340

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Computational Chemistry Data

TPSA 74.61
LogP 1.707
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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tert-Butyl (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)carbamate

CAS No. 1414475-01-6

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