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tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

  • CAS No. 164148-92-9

  • Cat. No. CS-M0025
  • Purity≥97%
  • MDL No.MFCD03426351

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

tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate|CS-M0025

Structure of 164148-92-9

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General Information

  • CAS No. 164148-92-9
  • Cat. No. CS-M0025
  • Purity ≥97%
  • MDL No. MFCD03426351
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀N₂O₂
  • Molecular Weight None
  • Synonym(s) 6-AMINO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
  • SMILES O=C(OC(C)(C)C)N1CC2=CC=C(N)C=C2CC1

Description

tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate delivers a bench-stable, electron-rich scaffold for constructing bioactive isoquinoline derivatives. The protected amine and carboxylate handle enable straightforward functionalization, while the dihydroisoquinoline core provides structural rigidity and favorable pharmacophore alignment in medicinal chemistry applications.

Application

tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate serves as a versatile scaffold for the synthesis of isoquinoline-based bioactive molecules. The protected amine and carboxylate groups enable sequential functionalization, while the dihydroisoquinoline core supports transition-metal-catalyzed couplings and reductive amination protocols. Bench-stable and readily purified by chromatography, it facilitates efficient access to medicinally relevant heterocycles in multi-step synthetic campaigns.

Safety Information

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GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H410
Precautionary Statements : P264-P270-P273-P301+P310-P330-P391-P405-P501

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   2.562
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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