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CS-W001157 4
Total: USD 88.00

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid

  • CAS No. 244132-27-2

  • Cat. No. CS-W021150
  • Purity≥95%
  • MDL No.MFCD01860733
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid|CS-W021150

Structure of 244132-27-2

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Description

This (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid features a chiral piperazine core with orthogonal protecting groups: the fluorenylmethoxycarbonyl (Fmoc) at nitrogen and tert-butoxycarbonyl (Boc) at the C4 position, enabling selective deprotection in peptide synthesis. The Fmoc group ensures stable storage and efficient removal under mild basic conditions, while the Boc moiety provides robust protection during acidic processing steps. This combination facilitates precise, stepwise assembly of complex peptide architectures without side reactions.

Application

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid serves as a robust, bench-stable dipeptide building block for the synthesis of complex peptidomimetics and macrocyclic scaffolds. Its orthogonal protection—fluorenylmethoxycarbonyl (Fmoc) at the primary amine and tert-butyl carbamate at the secondary amine—enables selective deprotection in solid-phase peptide synthesis. The piperazine core facilitates diverse functionalization and serves as a key structural motif in bioactive molecules, offering enhanced solubility and conformational rigidity.

General Information

  • CAS No. 244132-27-2
  • Cat. No. CS-W021150
  • Purity ≥95%
  • MDL No. MFCD01860733
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₈N₂O₆
  • Molecular Weight 452.50
  • Synonym(s) FMOC-(2S)-PIPERAZINYL(4-N-BOC)
  • SMILES O=C([C@H]1N(C(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCN(C(OC(C)(C)C)=O)C1)O

Computational Chemistry Data

  • TPSA   96.38
  • LogP   3.9414
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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

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