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Methyl (S)-2-((tert-butoxycarbonyl)amino)hex-5-enoate

  • CAS No. 92136-57-7

  • Cat. No. CS-0570182
  • Purity≥95%
  • MDL No.None

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

Methyl (S)-2-((tert-butoxycarbonyl)amino)hex-5-enoate|CS-0570182

Structure of 92136-57-7

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General Information

  • CAS No. 92136-57-7
  • Cat. No. CS-0570182
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁NO₄
  • Molecular Weight 243.30
  • Synonym(s) (2S)-BOC-2-AMINO-5-HEXENOIC ACID METHYL ESTER
  • SMILES CC(C)(C)OC(=O)N[C@@H](CCC=C)C(=O)OC

Description

Methyl (S)-2-((tert-butoxycarbonyl)amino)hex-5-enoate features a chiral center and a conjugated enoate ester, enabling stereoselective transformations in peptide synthesis. The Boc-protected amine offers stability and compatibility with standard coupling protocols. This versatile building block integrates readily into complex molecular architectures under mild conditions.

Application

Methyl (S)-2-((tert-butoxycarbonyl)amino)hex-5-enoate serves as a versatile chiral building block for peptide and heterocyclic synthesis. The conjugated enoate functionality enables efficient Michael additions and Pd-catalyzed coupling reactions, while the Boc-protected amine offers orthogonal reactivity and bench stability. This intermediate facilitates the construction of complex scaffolds with controlled stereochemistry and is readily purified by standard chromatographic methods.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   2.0189
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   5

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