Fmoc-D-Phe-OH

CAS No. 86123-10-6
Cat. No. CS-W011742
Molecule weight387.43
Purity≥98%
MDL No.MFCD00062955

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 86123-10-6

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General Information

CAS No. 86123-10-6
Cat. No. CS-W011742
Purity ≥98%
MDL No. MFCD00062955
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₁NO₄
Molecular Weight 387.43
Synonym(s) None
SMILES O=C(O)[C@@H](CC1=CC=CC=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

Fmoc-D-Phe-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a fluorenylmethoxy carbonyl (Fmoc) protecting group on the N-terminus and a D-phenylalanine side chain. This configuration enables efficient incorporation into peptide sequences during solid-phase synthesis, offering enhanced resistance to racemization compared to its L-isomer counterpart. The electron-rich aromatic ring supports orthogonal handling in complex synthetic workflows.

Synthesis

Route1
- 1086452-13-2
- ~86%
- In-stock
  
  86123-10-6
References
- Taber, Douglass F.; Berry, James F.; Martin, Timothy J. Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9334 - 9339
Route2
- 28920-43-6
- In-stock
  
  673-06-3
- ~67%
- In-stock
  
  86123-10-6
References
- Huhtiniemi, Tero; Salo, Heikki S.; Suuronen, Tiina; Poso, Antti; Salminen, Antero; Leppaenen, Jukka; Jarho, Elina; Lahtela-Kakkonen, Maija Journal of Medicinal Chemistry, 2011 , vol. 54, # 19 p. 6456 - 6468
Route3
- In-stock
  
  673-06-3
- In-stock
  
  82911-69-1
- ~95%
- In-stock
  
  86123-10-6
References
- Djedaini-Pilard, Florence; Azaroual-Bellanger, Nathalie; Gosnat, Muriel; Vernet, Delphine; Perly, Bruno Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1995 , # 4 p. 723 - 730

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 75.63
LogP 4.221
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Peptides

Building Blocks Functional Group Fmoc

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Fmoc-D-Phe-OH

CAS No. 86123-10-6

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