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CS-W001157 4
Total: USD 88.00

(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

  • CAS No. 114525-81-4

  • Cat. No. CS-0005340
  • Molecule weight247.31
  • Purity≥95%
  • MDL No.MFCD04114906

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

(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid|CS-0005340

Structure of 114525-81-4

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General Information

  • CAS No. 114525-81-4
  • Cat. No. CS-0005340
  • Purity ≥95%
  • MDL No. MFCD04114906
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄S
  • Molecular Weight 247.31
  • Synonym(s) (R)-4-Boc-thiomorpholine-3-carboxylic acid
  • SMILES O=C(OC(C)(C)C)N1[C@@H](CSCC1)C(O)=O

Description

This (R)-configured thiomorpholine derivative features a bench-stable tert-butyl carbamate protecting group and a carboxylic acid handle, enabling straightforward incorporation into peptide couplings and macrocyclization reactions under standard conditions.

Application

(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid serves as a valuable chiral building block for the synthesis of sulfonamide-containing heterocycles and peptidomimetics. The tert-butyl ester group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its well-defined stereochemistry enables precise control in asymmetric synthesis, while the thiomorpholine scaffold offers enhanced metabolic stability and conformational rigidity in bioactive molecule design.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • (R)-thiomorpholine-3-carboxylic acid|CS-0005342
      65527-54-0
    • ~%
    • In-stock
      (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid|CS-0005340
      114525-81-4

    References

    • US5679674 A1, ;

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.4235
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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