N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonine

Name: N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonine
Brand: ChemScene
Availability: InStock
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CAS No. 16966-09-9
Cat. No. CS-0062362
Purity≥96%
MDL No.MFCD06248909

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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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N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonine|CS-0062362

Structure of 16966-09-9

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Description

N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonine serves as a protected amino acid building block for peptide synthesis, featuring orthogonal protection of both the amine and hydroxyl functionalities. The benzyloxycarbonyl group enables selective deprotection under mild hydrogenolysis conditions, while the tert-butyl ester remains intact. This combination streamlines sequential coupling steps in complex peptide assembly, offering enhanced stability and compatibility with standard synthetic protocols.

Application

N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonine serves as a versatile dipeptide building block for peptide synthesis, combining orthogonal protection of both amine and hydroxyl functionalities. The Cbz group enables efficient removal under mild hydrogenolysis conditions, while the tert-butyl ester is stable to basic and nucleophilic reagents yet cleavable with strong acids. This dual protection scheme facilitates sequential coupling strategies and simplifies purification in complex peptide assembly workflows.

General Information

CAS No. 16966-09-9
Cat. No. CS-0062362
Purity ≥96%
MDL No. MFCD06248909
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₃NO₅
Molecular Weight None
Synonym(s) None
SMILES C[C@@H](OC(C)(C)C)[C@@H](C(O)=O)NC(OCC1=CC=CC=C1)=O

Computational Chemistry Data

TPSA 84.86
LogP 2.5696
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 6

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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Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Threonine and derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N-((Benzyloxy)carbonyl)-O-(tert-butyl)-L-threonine

CAS No. 16966-09-9

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