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2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-8-carboxylic acid

  • CAS No. 878798-87-9

  • Cat. No. CS-M3493
  • Purity≥98%
  • MDL No.MFCD05861549

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

2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-8-carboxylic acid|CS-M3493

Structure of 878798-87-9

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General Information

  • CAS No. 878798-87-9
  • Cat. No. CS-M3493
  • Purity ≥98%
  • MDL No. MFCD05861549
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₉NO₄
  • Molecular Weight 277.32
  • Synonym(s) 2-Boc-1,2,3,4-Tetrahydroisoquinoline-8-Carboxylic Acid
  • SMILES O=C(N1CC2=C(C=CC=C2C(O)=O)CC1)OC(C)(C)C

Description

This tetrahydroisoquinoline derivative features a tert-butoxycarbonyl-protected amine and a carboxylic acid at the 8-position, enabling direct incorporation into peptide synthesis. The protected nitrogen and electron-deficient aromatic core support stable coupling reactions under standard conditions, facilitating access to complex alkaloid scaffolds.

Application

Serves as a versatile building block for the synthesis of isoquinoline-based pharmaceutical intermediates and natural product analogs. The tert-butyl carbamate and carboxylic acid functionalities enable orthogonal protection and facile derivatization, supporting efficient peptide coupling, cyclization, and functional group interconversions. Bench-stable and amenable to standard purification methods, it facilitates reliable access to complex heterocyclic scaffolds in medicinal chemistry campaigns.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   2.678
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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