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CS-W001157 4
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(2R,3S)-4-(tert-Butoxycarbonyl)-2-methylmorpholine-3-carboxylic acid

  • CAS No. 1807938-50-6

  • Cat. No. CS-0158244
  • Purity≥96%
  • MDL No.MFCD22394660

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

(2R,3S)-4-(tert-Butoxycarbonyl)-2-methylmorpholine-3-carboxylic acid|CS-0158244

Structure of 1807938-50-6

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General Information

  • CAS No. 1807938-50-6
  • Cat. No. CS-0158244
  • Purity ≥96%
  • MDL No. MFCD22394660
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₅
  • Molecular Weight None
  • Synonym(s) (2R,3S)-2-Methyl-4-{[(2-methyl-2-propanyl)oxy]carbonyl}-3-morpholinecarboxylic acid
  • SMILES C[C@@H]1[C@@H](C(=O)O)N(CCO1)C(=O)OC(C)(C)C

Description

This chiral morpholine derivative features a tert-butoxycarbonyl-protected amine and a carboxylic acid group, enabling direct incorporation into peptide synthesis. The (2R,3S) stereochemistry ensures high diastereoselectivity in coupling reactions, while the bench-stable, moisture-tolerant nature simplifies handling.

Application

(2R,3S)-4-(tert-Butoxycarbonyl)-2-methylmorpholine-3-carboxylic acid serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of constrained peptidomimetics and heterocyclic scaffolds. Its well-defined stereochemistry and orthogonal functional groups facilitate efficient coupling reactions and selective transformations. The Boc group provides stability during synthesis and can be readily removed under mild acidic conditions, simplifying purification and downstream derivatization.

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-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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