Fmoc-β-HomoThr(tBu)-OH

Name: Fmoc-β-HomoThr(tBu)-OH
Brand: ChemScene
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CAS No. 353245-99-5
Cat. No. CS-0179086
Molecule weight411.49
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+
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General Information

CAS No. 353245-99-5
Cat. No. CS-0179086
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₉NO₅
Molecular Weight 411.49
Synonym(s) Fmoc-O-tert-butyl-L-beta-homothreonine
SMILES C[C@@H](OC(C)(C)C)[C@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)CC(O)=O

Description

Fmoc-β-HomoThr(tBu)-OH is a protected amino acid derivative featuring a β-homo threonine scaffold with a tert-butyl ester and Fmoc group. This configuration enables efficient incorporation into peptide chains during solid-phase synthesis, offering enhanced solubility and stability under standard conditions. The protecting groups facilitate selective deprotection and streamline sequence assembly in complex peptide architectures.

Application

Fmoc-β-HomoThr(tBu)-OH serves as a key building block in peptide synthesis, enabling the incorporation of β-homothreonine residues with side-chain hydroxylation. The Fmoc group provides orthogonal protection for the α-amino function, while the *tert*-butyl ester ensures stable, bench-stable handling and compatibility with standard coupling protocols. This derivative facilitates efficient solid-phase synthesis and is particularly useful in constructing bioactive peptides requiring conformational restraint or enhanced metabolic stability through strategic hydroxyl positioning.

Synthesis

Route1
- 308806-73-7
- ~72%
- In-stock
  
  353245-99-5
References
- Gademann; Kimmerlin; Hoyer; Seebach Journal of Medicinal Chemistry, 2001 , vol. 44, # 15 p. 2460 - 2468
Route2
- In-stock
  
  71989-35-0
- ~%
- In-stock
  
  353245-99-5
References
- Journal of Medicinal Chemistry, , vol. 44, # 15 p. 2460 - 2468

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 84.86
LogP 4.572
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Threonine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Fmoc-β-HomoThr(tBu)-OH

CAS No. 353245-99-5

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