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CS-W001157 4
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(S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate

  • CAS No. 120042-11-7

  • Cat. No. CS-0088997
  • Purity≥97%
  • MDL No.MFCD09835542

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

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate|CS-0088997

Structure of 120042-11-7

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General Information

  • CAS No. 120042-11-7
  • Cat. No. CS-0088997
  • Purity ≥97%
  • MDL No. MFCD09835542
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₅
  • Molecular Weight None
  • Synonym(s) N-Boc-L-homoserine Methyl Ester
  • SMILES OCC[C@@H](C(OC)=O)NC(OC(C)(C)C)=O

Description

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate is a chiral building block featuring a protected amino group and a hydroxyl-functionalized aliphatic chain. This configuration enables direct incorporation into peptide synthesis or bioactive molecule scaffolds, where the hydroxy moiety serves as a handle for further derivatization. The tert-butyl carbamate protection ensures stability during reaction sequences.

Application

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. The protected amine and hydroxyl functionalities enable orthogonal transformations, while the methyl ester facilitates downstream derivatization. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it ideal for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • Methyl L-homoserinate|CS-0572282
      210772-73-9
    • ~56%
    • In-stock
      (S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate|CS-0088997
      120042-11-7

    References

    • WO2009/102876 A1, ; Page/Page column 47 ; WO 2009/102876 A1
  • Route2
    • In-stock
      (S)-2-(tert-Butoxycarbonylamino)succinic acid benzyl ester|CS-B1295
      30925-18-9
    • null|null
      543-27-1
    • ~%
    • In-stock
      (S)-Methyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate|CS-0088997
      120042-11-7

    References

    • US2004/63955 A1, ; Page 20-21; 38-39 ;
  • Route3

    References

    • US6455587 B1, ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   0.4351
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   4

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