Fmoc-β-HoAsn(Trt)-OH

Name: Fmoc-β-HoAsn(Trt)-OH
Brand: ChemScene
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CAS No. 283160-20-3
Cat. No. CS-W011431
Purity≥95%
MDL No.MFCD03427579

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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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General Information

CAS No. 283160-20-3
Cat. No. CS-W011431
Purity ≥95%
MDL No. MFCD03427579
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₉H₃₄N₂O₅
Molecular Weight 610.70
Synonym(s) Fmoc-L-beta-homoasparagine(Trt)
SMILES O=C(C[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC(O)=O)NC(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6

Description

Fmoc-β-HoAsn(Trt)-OH is a protected amino acid derivative designed for solid-phase peptide synthesis. The β-hydroxyasparagine side chain features a trifluoromethylcarbamate (Trt) group, offering enhanced stability and selective deprotection under mild conditions. This configuration enables efficient incorporation of β-hydroxyasparagine residues into peptide sequences with minimal epimerization, facilitating the synthesis of complex bioactive peptides requiring precise stereochemical control.

Application

Fmoc-β-HoAsn(Trt)-OH serves as a valuable building block for the synthesis of peptide backbones containing β-hydroxyasparagine residues. The Fmoc group enables efficient N-terminal protection in solid-phase peptide synthesis, while the Trt-protected side chain allows selective deprotection and functionalization. This derivative exhibits excellent bench stability, facilitates orthogonal handling in complex sequences, and supports reliable incorporation into cyclic and linear peptide architectures.

Safety Information

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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 104.73
LogP 6.8668
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 11

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Functional Group Amine

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-β-HoAsn(Trt)-OH

CAS No. 283160-20-3

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