Fmoc-Dap(Alloc)-OH

Name: Fmoc-Dap(Alloc)-OH
Brand: ChemScene
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CAS No. 188970-92-5
Cat. No. CS-W011678
Purity≥97%
MDL No.MFCD00273468

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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+
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Structure of 188970-92-5

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General Information

CAS No. 188970-92-5
Cat. No. CS-W011678
Purity ≥97%
MDL No. MFCD00273468
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₂N₂O₆
Molecular Weight 410.42
Synonym(s) None
SMILES O=C([C@@H](NC(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O)CNC(OCC=C)=O)O

Description

Fmoc-Dap(Alloc)-OH is a protected diaminopropionic acid derivative featuring orthogonal functionalization for peptide synthesis. The Fmoc group enables efficient N-terminal capping, while the Alloc moiety provides a removable side-chain handle. This combination supports sequential coupling and selective deprotection under mild conditions, streamlining complex peptide assembly with high fidelity.

Application

Fmoc-Dap(Alloc)-OH serves as a key building block in solid-phase peptide synthesis, enabling the incorporation of difunctional lysine analogs with orthogonal protection. The Fmoc group allows for mild deprotection under basic conditions, while the Alloc (allyloxycarbonyl) moiety provides orthogonal removal via palladium-catalyzed reactions. This dual protection strategy facilitates efficient synthesis of complex peptides and cyclic scaffolds, offering excellent bench stability, compatibility with standard coupling protocols, and straightforward purification.

Synthesis

Route1
- 918428-72-5
- ~88%
- In-stock
  
  188970-92-5
References
- Rao, R. V. Ramana; Tantry, Subramanyam J.; Babu, Vommina V. Suresh Synthetic Communications, 2006 , vol. 36, # 19 p. 2901 - 2912
Route2
- 918428-65-6
- ~%
- In-stock
  
  188970-92-5
References
- Synthetic Communications, , vol. 36, # 19 p. 2901 - 2912
Route3
- In-stock
  
  136083-57-3
- ~%
- In-stock
  
  188970-92-5
References
- Synthetic Communications, , vol. 36, # 19 p. 2901 - 2912

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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Computational Chemistry Data

TPSA 113.96
LogP 2.8905
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 8

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Fmoc-Dap(Alloc)-OH

CAS No. 188970-92-5

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