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CS-W001157 4
Total: USD 88.00

L-Porretine

  • CAS No. 74163-81-8

  • Cat. No. CS-D1187
  • Molecule weight177.20
  • Purity≥98%
  • MDL No.MFCD00144533

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

L-Porretine|CS-D1187

Structure of 74163-81-8

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General Information

  • CAS No. 74163-81-8
  • Cat. No. CS-D1187
  • Purity ≥98%
  • MDL No. MFCD00144533
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₂
  • Molecular Weight 177.20
  • Synonym(s) L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid
  • SMILES O=C([C@H]1NCC2=C(C=CC=C2)C1)O

Description

L-Porretine is a bench-stable, moisture-tolerant chiral auxiliary featuring a rigid fused-ring scaffold that enables high diastereoselective functionalization. This structural framework delivers predictable stereocontrol in asymmetric synthesis, particularly in enantioselective alkylations and conjugate additions.

Application

L-Porretine serves as a versatile chiral building block for the synthesis of nitrogen-containing heterocycles and bioactive scaffolds. Its defined stereochemistry enables predictable outcomes in asymmetric synthesis, while its functional group tolerance facilitates downstream modifications. The molecule exhibits good bench stability and is compatible with standard reaction conditions, making it a reliable reagent for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      50-00-0
    • L-Phenylalanine Aspartame Impurity|CS-0229723
      63-91-2
    • ~93%
    • In-stock
      L-Porretine|CS-D1187
      74163-81-8

    References

    • Liu, Jiawang; Cui, Guohui; Zhao, Ming; Cui, Chunying; Ju, Jingfang; Peng, Shiqi Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 24 p. 7773 - 7788
  • Route2
    • Benzyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate|CS-0455631
      77497-96-2
    • ~81%
    • In-stock
      L-Porretine|CS-D1187
      74163-81-8

    References

    • Kammermeier; Lerch; Sommer Synthesis, 1992 , # 11 p. 1157 - 1160
  • Route3
    • null|null
      367952-43-0
    • ~73%
    • In-stock
      L-Porretine|CS-D1187
      74163-81-8

    References

    • Spengler; Schedel; Sieler; Quaedflieg; Broxterman; Duchateau; Burger Synthesis, 2001 , # 10 p. 1513 - 1518

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   0.7855
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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