N-Boc-2-Amino-5-bromo[1,3,4]thiadiazole

Name: N-Boc-2-Amino-5-bromo[1,3,4]thiadiazole
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CAS No. 1048358-33-3
Cat. No. CS-W022920
Molecule weight280.14
Purity≥95%
MDL No.MFCD11848382

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N-Boc-2-Amino-5-bromo[1,3,4]thiadiazole|CS-W022920

Structure of 1048358-33-3

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General Information

CAS No. 1048358-33-3
Cat. No. CS-W022920
Purity ≥95%
MDL No. MFCD11848382
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀BrN₃O₂S
Molecular Weight 280.14
Synonym(s) Carbamic acid, N-(5-bromo-1,3,4-thiadiazol-2-yl)-, 1,1-dimethylethyl ester
SMILES BrC1=NN=C(NC(OC(C)(C)C)=O)S1

Description

N-Boc-2-Amino-5-bromo[1,3,4]thiadiazole is a bench-stable, moisture-tolerant heterocyclic building block featuring a bromo-substituted [1,3,4]thiadiazole core and a Boc-protected amine. This combination enables direct coupling in late-stage functionalization and facilitates access to diverse bioactive scaffolds through palladium-catalyzed cross-coupling or nucleophilic substitution reactions.

Application

N-Boc-2-Amino-5-bromo[1,3,4]thiadiazole serves as a versatile building block for the synthesis of brominated [1,3,4]thiadiazole scaffolds. The Boc group provides excellent stability and ease of deprotection under mild acidic conditions, enabling controlled introduction of the free amine. It reacts efficiently in palladium-catalyzed cross-coupling reactions and functions as a key intermediate in the construction of bioactive heterocycles relevant to medicinal chemistry and agrochemical research.

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-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 64.11
LogP 2.6476
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiadiazole compounds

Key Words

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N-Boc-2-Amino-5-bromo[1,3,4]thiadiazole

CAS No. 1048358-33-3

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