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CS-W001157 4
Total: USD 88.00

(S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid

  • CAS No. 281655-37-6

  • Cat. No. CS-0089865
  • Purity≥97%
  • MDL No.MFCD01860732

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

(S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid|CS-0089865

Structure of 281655-37-6

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General Information

  • CAS No. 281655-37-6
  • Cat. No. CS-0089865
  • Purity ≥97%
  • MDL No. MFCD01860732
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₉NO₅
  • Molecular Weight 353.37
  • Synonym(s) (S)-Fmoc-2-Carboxymorpholine
  • SMILES O=C([C@H]1N(C(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCOC1)O

Description

(S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid serves as a chiral, bench-stable building block for peptide synthesis. The fluorenylmethyl (Fmoc) group enables efficient N-terminal protection, while the morpholine-3-carboxylic moiety provides a rigid, electron-rich scaffold. This combination supports high coupling efficiency and selective deprotection under standard conditions.

Application

(S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid serves as a robust chiral building block for peptide and heterocyclic synthesis. Its fluorenylmethoxycarbonyl (Fmoc) group enables efficient, orthogonal protection of primary amines in solid-phase peptide synthesis, while the morpholine-3-carboxylic acid scaffold provides a versatile handle for diversification via standard coupling reactions. The compound exhibits excellent bench stability, clean deprotection profiles, and facilitates purification by standard chromatographic methods.

Synthesis

  • Route1
    • In-stock
      (S)-4-Boc-morpholine-3-carboxylic acid|CS-W001908
      783350-37-8
    • null|null
      28920-43-6
    • ~%
    • In-stock
      (S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid|CS-0089865
      281655-37-6

    References

    • WO2013/148478 A1, ; Page/Page column 33; 34 ;
  • Route2
    • null|null
      942152-97-8
    • ~%
    • In-stock
      (S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid|CS-0089865
      281655-37-6

    References

    • Journal of Organic Chemistry, , vol. 72, # 11 p. 4254 - 4257
  • Route3
    • null|null
      942152-96-7
    • ~%
    • In-stock
      (S)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid|CS-0089865
      281655-37-6

    References

    • Journal of Organic Chemistry, , vol. 72, # 11 p. 4254 - 4257

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   76.07
  • LogP   2.7209
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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