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CS-W001157 4
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Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

  • CAS No. 61032-42-6

  • Cat. No. CS-M0195
  • Purity≥95%
  • MDL No.MFCD16620533

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

Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate|CS-M0195

Structure of 61032-42-6

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General Information

  • CAS No. 61032-42-6
  • Cat. No. CS-M0195
  • Purity ≥95%
  • MDL No. MFCD16620533
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₇NO₄
  • Molecular Weight 287.31
  • Synonym(s) Methyl 2-amino-4-benzyloxy-5-methoxybenzoate
  • SMILES O=C(OC)C(C(N)=C1)=CC(OC)=C1OCC2=CC=CC=C2

Description

Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate features a strategically positioned amino group and methoxy substituent that enhance electronic modulation in synthetic intermediates. The benzyloxy moiety provides orthogonal protection, enabling selective deprotection during complex molecule assembly. This compound integrates readily into pharmaceutical scaffolds requiring precise functional group placement and stability under standard reaction conditions.

Application

Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles and API scaffolds. The ortho-amino and methoxy groups provide orthogonal reactivity for sequential functionalization, while the benzyloxy moiety offers stable protection under standard conditions. Its bench-stable nature and compatibility with common coupling and cyclization protocols facilitate efficient synthesis of complex molecular architectures.

Synthesis

  • Route1

    References

    • Wang, Tiansheng; Lui, Alfred S.; Cloudsdale, Ian S. Organic Letters, 1999 , vol. 1, # 11 p. 1835 - 1837
  • Route2

    References

    • Organic Letters, , vol. 1, # 11 p. 1835 - 1837
  • Route3

    References

    • Organic Letters, , vol. 1, # 11 p. 1835 - 1837

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   70.78
  • LogP   2.643
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   5

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