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CS-W001157 4
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(R)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate

  • CAS No. 1146954-88-2

  • Cat. No. CS-0041768
  • Purity≥97%
  • MDL No.MFCD18071557

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

(R)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate|CS-0041768

Structure of 1146954-88-2

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General Information

  • CAS No. 1146954-88-2
  • Cat. No. CS-0041768
  • Purity ≥97%
  • MDL No. MFCD18071557
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₅
  • Molecular Weight 233.26
  • Synonym(s) None
  • SMILES O=C(OCC)[C@H](NC(OC(C)(C)C)=O)CO

Description

(R)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate is a chiral synthon featuring a protected amino group and a labile hydroxyl moiety. This configuration enables selective transformations in asymmetric synthesis, particularly in the construction of β-amino acid derivatives and peptidomimetics. The tert-butyl carbamate handle ensures stability during multi-step sequences, while the ethyl ester facilitates downstream functionalization.

Application

(R)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate serves as a key chiral building block for the synthesis of β-amino alcohols and peptidomimetics. The protected amine and hydroxyl groups enable orthogonal functionalization, while the tert-butyl carbamate moiety offers stability and ease of removal under mild acidic conditions. This compound facilitates efficient access to biologically relevant scaffolds through standard coupling and reduction protocols.

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

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