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CS-W001157 4
Total: USD 88.00

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate

  • CAS No. 37169-36-1

  • Cat. No. CS-W021178
  • Purity≥95%
  • MDL No.MFCD20260285

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

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate|CS-W021178

Structure of 37169-36-1

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General Information

  • CAS No. 37169-36-1
  • Cat. No. CS-W021178
  • Purity ≥95%
  • MDL No. MFCD20260285
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁NO₆
  • Molecular Weight 311.33
  • Synonym(s) None
  • SMILES O=C(OC)[C@@H](NC(OC(C)(C)C)=O)CC1=CC=C(O)C(O)=C1

Description

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate is a chiral building block featuring a protected amino group and two adjacent hydroxyls on a phenyl ring. This configuration enables selective derivatization in peptide synthesis and glycosylation reactions. The tert-butoxycarbonyl (Boc) moiety provides stable protection under basic conditions, while the catechol functionality offers robust coordination for metal-catalyzed transformations.

Application

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate serves as a key chiral building block for the synthesis of dopamine receptor ligands and catechol-containing pharmaceuticals. The protected amine enables orthogonal functionalization, while the ortho-dihydroxyphenyl group provides a versatile scaffold for metal-catalyzed coupling reactions and oxidation-sensitive transformations. Bench-stable and readily purified by chromatography, it functions efficiently in standard peptide and heterocyclic syntheses.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   105.09
  • LogP   1.7066
  • H_Acceptors   6
  • H_Donors   3
  • Rotatable_Bonds   4

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