O-(tert-Butyl)-N-Fmoc-L-allothreonine

Name: O-(tert-Butyl)-N-Fmoc-L-allothreonine
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CAS No. 201481-37-0
Cat. No. CS-W006923
Molecule weight397.46
Purity≥98%
MDL No.MFCD00237371

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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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O-(tert-Butyl)-N-Fmoc-L-allothreonine|CS-W006923

Structure of 201481-37-0

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General Information

CAS No. 201481-37-0
Cat. No. CS-W006923
Purity ≥98%
MDL No. MFCD00237371
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₂₇NO₅
Molecular Weight 397.46
Synonym(s) Fmoc-Allo-Thr(Tbu)-Oh
SMILES C[C@@H]([C@H](NC(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O)C(O)=O)OC(C)(C)C

Description

O-(tert-Butyl)-N-Fmoc-L-allothreonine integrates a protected hydroxyl group and a stable Fmoc-labile amine, enabling efficient incorporation into peptide chains under standard solid-phase conditions. The tert-butyl ether moiety ensures orthogonal deprotection compatibility, while the Fmoc group facilitates stepwise synthesis with minimal side reactions. This derivative supports precise installation of β-hydroxy amino acid motifs in complex peptide architectures.

Application

O-(tert-Butyl)-N-Fmoc-L-allothreonine serves as a valuable building block for the synthesis of peptidomimetics and constrained peptide architectures. The Fmoc group enables efficient solid-phase peptide synthesis, while the O-tert-butyl ether provides orthogonal protection for the hydroxyl functionality. This combination facilitates selective deprotection and functionalization under standard conditions, supporting diverse downstream modifications in medicinal chemistry and chemical biology applications.

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 84.86
LogP 4.1819
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Peptides

Building Blocks Functional Group Fmoc

Life Science Amino Acids and their Derivatives Threonine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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O-(tert-Butyl)-N-Fmoc-L-allothreonine

CAS No. 201481-37-0

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