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(S)-2-((tert-Butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoic acid

  • CAS No. 30033-24-0

  • Cat. No. CS-0372639
  • Purity≥95%
  • MDL No.MFCD09954165

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

(S)-2-((tert-Butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoic acid|CS-0372639

Structure of 30033-24-0

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General Information

  • CAS No. 30033-24-0
  • Cat. No. CS-0372639
  • Purity ≥95%
  • MDL No. MFCD09954165
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₆
  • Molecular Weight 297.30
  • Synonym(s) N-(tert-buloxycarbonyl)-3,4-dihydroxy-L-phenylalanine
  • SMILES OC(C=C1)=C(O)C=C1C[C@@H](C(O)=O)NC(OC(C)(C)C)=O

Description

(S)-2-((tert-Butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoic acid features a chiral center and a protected amine group, enabling its use in asymmetric synthesis. The catechol moiety offers strong metal-chelating capacity and redox activity. This bench-stable derivative serves as a key intermediate for bioactive molecule construction, particularly in dopamine-related pharmaceuticals and peptide conjugates.

Synthesis

  • Route1

    References

    • Persson, Jenny; Larsson, Rikard; Sterner, Olov; Johansson, Martin Patent: US2012/157461 A1, 2012 ; Location in patent: Page/Page column 12-14 ;
  • Route2

    References

    • US6528655 B1, ;
  • Route3
    • null|null
      161392-58-1
    • ~%
    • In-stock
      (S)-2-((tert-Butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoic acid|CS-0372639
      30033-24-0

    References

    • Tetrahedron, , vol. 57, # 29 p. 6139 - 6146

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 : P260-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   116.09
  • LogP   1.6182
  • H_Acceptors   5
  • H_Donors   4
  • Rotatable_Bonds   4

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