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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 893566-75-1

  • Cat. No. CS-W007057
  • Purity≥98%
  • MDL No.MFCD08752230

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

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

Structure of 893566-75-1

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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

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.

Synthesis

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   29.54
  • LogP   3.7423
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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