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CS-W001157 4
Total: USD 88.00

(S)-4-(Tert-Butoxycarbonyl)-6,6-dimethylmorpholine-2-carboxylic acid

  • CAS No. 1416444-82-0

  • Cat. No. CS-0040638
  • Purity≥97%
  • MDL No.MFCD22690359

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

(S)-4-(Tert-Butoxycarbonyl)-6,6-dimethylmorpholine-2-carboxylic acid|CS-0040638

Structure of 1416444-82-0

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General Information

  • CAS No. 1416444-82-0
  • Cat. No. CS-0040638
  • Purity ≥97%
  • MDL No. MFCD22690359
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁NO₅
  • Molecular Weight 259.30
  • Synonym(s) None
  • SMILES O=C([C@@H]1CN(C(OC(C)(C)C)=O)CC(C)(C)O1)O

Description

(S)-4-(Tert-Butoxycarbonyl)-6,6-dimethylmorpholine-2-carboxylic acid is a chiral building block featuring a sterically hindered morpholine core with a bench-stable tert-butyl carbamate protecting group. This configuration enables selective incorporation into peptide and macrocyclic scaffolds, where the protected carboxylic acid facilitates sequential coupling without racemization.

Application

(S)-4-(Tert-Butoxycarbonyl)-6,6-dimethylmorpholine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. The Boc-protected amine and carboxylic acid functionalities enable orthogonal derivatization in solid-phase and solution-phase synthesis. Its tert-butyl group provides bench stability and facilitates easy deprotection under mild acidic conditions, while the quaternary center enhances metabolic resistance—making it well-suited for medicinal chemistry campaigns requiring robust, stereoregular scaffolds.

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   76.07
  • LogP   1.4855
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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