Boc-His(Boc)-OH

CAS No. 20866-46-0
Cat. No. CS-0131700
Purity≥95%
MDL No.MFCD00065577

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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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Description

Boc-His(Boc)-OH is a protected histidine derivative featuring two Boc groups, one on the α-amino and one on the imidazole nitrogen. This dual protection ensures stability during peptide synthesis workflows. The compound integrates seamlessly into solid-phase and solution-phase strategies, enabling efficient access to histidine-containing sequences with minimal side reactions.

Application

Boc-His(Boc)-OH serves as a protected histidine building block for peptide synthesis, enabling efficient incorporation of the histidine side chain with orthogonal protection. The Boc groups on both the α-amino and imidazole nitrogen ensure stability during standard coupling conditions and facilitate selective deprotection. Its bench-stable nature and compatibility with common Fmoc and Boc-based strategies make it a reliable choice for synthesizing histidine-containing peptides and heterocyclic scaffolds.

General Information

CAS No. 20866-46-0
Cat. No. CS-0131700
Purity ≥95%
MDL No. MFCD00065577
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₅N₃O₆
Molecular Weight 355.39
Synonym(s) N,N'-Di-tert-butoxycarbonyl-L-histidine
SMILES O=C(O)[C@H](CC1=CN(C(OC(C)(C)C)=O)C=N1)NC(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 119.75
LogP 2.1867
H_Acceptors 7
H_Donors 2
Rotatable_Bonds 4

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

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Histidine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Boc-His(Boc)-OH

CAS No. 20866-46-0

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