Fmoc-D-β-Homophenylalanine

Name: Fmoc-D-β-Homophenylalanine
Brand: ChemScene
Availability: InStock
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CAS No. 209252-16-4
Cat. No. CS-0038390
Purity≥97%
MDL No.None

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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+

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Structure of 209252-16-4

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General Information

CAS No. 209252-16-4
Cat. No. CS-0038390
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₃NO₄
Molecular Weight 401.45
Synonym(s) Fmoc-(R)-3-Amino-4-phenylpropionic acid
SMILES C1=CC=C(C=C1)C[C@H](CC(=O)O)N=C(O)OCC2C3=CC=CC=C3C4=CC=CC=C42

Description

Fmoc-D-β-Homophenylalanine features a D-configured β-homophenylalanine core protected with a fluorenylmethoxy carbonyl (Fmoc) group, enabling efficient solid-phase peptide synthesis. The extended aromatic side chain enhances hydrophobic interactions in folded peptides, while the Fmoc moiety ensures compatibility with standard deprotection protocols. This derivative supports the incorporation of sterically constrained, metabolically stable residues into bioactive sequences.

Application

Fmoc-D-β-Homophenylalanine serves as a key building block in peptide synthesis, enabling the incorporation of D-configured β-homophenylalanine residues with enhanced metabolic stability. The Fmoc group provides convenient orthogonal protection for amine functionality, while the phenyl side chain offers hydrophobic character and structural rigidity. This compound exhibits excellent bench stability, facilitates efficient coupling under standard conditions, and supports purification via common chromatographic methods.

Synthesis

Route1
- 203854-65-3
- ~39%
- In-stock
  
  209252-16-4
References
- Helvetica Chimica Acta, , vol. 81, # 2 p. 187 - 206
Route2
- In-stock
  
  86123-10-6
- ~%
- In-stock
  
  209252-16-4
References
- Helvetica Chimica Acta, , vol. 81, # 2 p. 187 - 206

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 79.12
LogP 4.8155
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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Fmoc-D-β-Homophenylalanine

CAS No. 209252-16-4

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