Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

Name: Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate
Brand: ChemScene
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CAS No. 893566-75-1
Cat. No. CS-W007057
Purity≥98%
MDL No.MFCD08752230

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Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate|CS-W007057

Structure of 893566-75-1

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Description

tert-Butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate delivers a brominated dihydroisoquinoline scaffold with enhanced stability and solubility. The tert-butyl ester group enables facile deprotection under mild acidic conditions, while the bromine substituent at the C8 position provides a key handle for palladium-catalyzed cross-coupling reactions. This compound serves as a versatile intermediate in the synthesis of complex isoquinoline-based architectures relevant to medicinal chemistry and materials science.

Application

tert-Butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate serves as a versatile building block for the synthesis of isoquinoline-based scaffolds. The bromine at the C8 position enables palladium-catalyzed cross-coupling reactions, while the protected carboxylic acid facilitates further functionalization. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for iterative synthesis in medicinal chemistry and process development workflows.

General Information

CAS No. 893566-75-1
Cat. No. CS-W007057
Purity ≥98%
MDL No. MFCD08752230
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BrNO₂
Molecular Weight 312.20
Synonym(s) N-BOC-1,2,3,4-tetrahydro-8-broMo-isoquinoline
SMILES CC(C)(C)OC(=O)N1CCC2=C(C1)C(Br)=CC=C2

Computational Chemistry Data

TPSA 29.54
LogP 3.7423
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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Tert-butyl 8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

CAS No. 893566-75-1

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