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CS-W001157 4
Total: USD 88.00

7-Hydroxy-(3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

  • CAS No. 128502-56-7

  • Cat. No. CS-W009083
  • Purity≥96%
  • MDL No.MFCD00144534

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

7-Hydroxy-(3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid|CS-W009083

Structure of 128502-56-7

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General Information

  • CAS No. 128502-56-7
  • Cat. No. CS-W009083
  • Purity ≥96%
  • MDL No. MFCD00144534
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₃
  • Molecular Weight None
  • Synonym(s) (S)-7-Hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • SMILES O=C(O)[C@H](C1)NCC2=C1C=CC(O)=C2

Description

This tetrahydroisoquinoline derivative features a hydroxyl group at the 7-position and a carboxylic acid at C3, with stereochemistry defined at the 3S center. The scaffold integrates a phenolic moiety and a chiral carboxylic acid, enabling use in bioactive molecule synthesis. Bench-stable and moisture-tolerant, it serves as a key building block for alkaloid-inspired pharmaceuticals and chemical probes.

Application

7-Hydroxy-(3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid serves as a key chiral building block for the synthesis of bioactive isoquinoline derivatives. Its well-defined stereochemistry at C3 and orthogonal functional groups enable reliable derivatization via amide coupling, esterification, or electrophilic substitution. The molecule exhibits good bench stability and facilitates efficient purification, making it suitable for medicinal chemistry campaigns targeting CNS-active compounds and natural product analogs.

Synthesis

  • Route1
    • (3S)-1,2,3,4-Tetrahydro-7-hydroxy-6,8-diiodo-3-isoquinolinecarboxylic acid|CS-0750663
      142335-40-8
    • ~74%
    • In-stock
      7-Hydroxy-(3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid|CS-W009083
      128502-56-7

    References

    • Verschueren; Toth; Tourwe; Lebl; Van Binst; Hruby Synthesis, 1992 , # 5 p. 458 - 460
  • Route2

    References

    • Synthesis, , # 5 p. 458 - 460

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   69.56
  • LogP   0.4911
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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