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CS-W001157 4
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(2S,6S)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid

  • CAS No. 2165414-92-4

  • Cat. No. CS-0468808
  • Purity≥97%
  • MDL No.None

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

(2S,6S)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid|CS-0468808

Structure of 2165414-92-4

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General Information

  • CAS No. 2165414-92-4
  • Cat. No. CS-0468808
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₅
  • Molecular Weight 245.27
  • Synonym(s) (2S,6S)-4-Boc-6-methylmorpholine-2-carboxylic acid
  • SMILES O=C([C@@H]1CN(C(OC(C)(C)C)=O)C[C@H](C)O1)O

Description

This chiral morpholine derivative features a bench-stable tert-butyl carbamate-protected amine and a methyl-substituted ring, enabling direct incorporation into peptide coupling sequences. The stereochemistry at C2 and C6 ensures high diastereoselectivity in macrocyclization reactions, while the carboxylic acid group facilitates efficient conjugation under standard coupling conditions.

Application

(2S,6S)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptide mimetics. The protected amine and carboxylic acid functionalities enable orthogonal derivatization, while the stereogenic centers provide defined stereochemistry in downstream transformations. Its bench stability and compatibility with standard coupling protocols facilitate efficient access to complex scaffolds in medicinal chemistry campaigns.

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-P405-P501

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Computational Chemistry Data

  • TPSA   76.07
  • LogP   1.0954
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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