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

  • CAS No. 1581752-93-3

  • Cat. No. CS-M0532
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD18642708

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

(2R,6R)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid|CS-M0532

Structure of 1581752-93-3

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General Information

  • CAS No. 1581752-93-3
  • Cat. No. CS-M0532
  • Purity ≥97%
  • MDL No. MFCD18642708
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₅
  • Molecular Weight None
  • Synonym(s) (2R,6R)-4-Boc-6-methylmorpholine-2-carboxylic acid
  • SMILES O=C(OC(C)(C)C)N1C[C@@H](O[C@H](C)C1)C(O)=O

Description

This chiral morpholine derivative features a bench-stable tert-butyl carbamate protecting group and a methyl-substituted ring, enabling straightforward incorporation into peptide synthesis. The carboxylic acid moiety provides a reactive handle for coupling, while the (2R,6R) stereochemistry ensures high diastereoselectivity in macrocyclization reactions.

Application

(2R,6R)-4-(tert-butoxycarbonyl)-6-methylmorpholine-2-carboxylic acid serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of constrained peptidomimetics and bioactive heterocycles. Its bench-stable Boc-protected carboxylic acid and defined stereochemistry facilitate efficient coupling reactions and selective functionalization, supporting robust downstream transformations in API development.

Safety Information

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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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