(tert-Butoxycarbonyl)-D-histidine

Name: (tert-Butoxycarbonyl)-D-histidine
Brand: ChemScene
Availability: InStock
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CAS No. 50654-94-9
Cat. No. CS-0045025
Purity≥97%
MDL No.MFCD00037851

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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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(tert-Butoxycarbonyl)-D-histidine|CS-0045025

Structure of 50654-94-9

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Description

Boc-D-histidine is a bench-stable, moisture-tolerant amino acid derivative featuring a protected α-amino group and a side chain with a labile imidazole functionality. This configuration enables direct incorporation into peptide sequences without side-chain reactivity interference, streamlining synthetic access to D-histidine-containing peptides for medicinal chemistry applications.

Application

Boc-D-Histidine serves as a key chiral building block for the synthesis of histidine-containing peptides and peptidomimetics. The Boc group provides reliable protection of the α-amino function, enabling orthogonal deprotection in standard peptide synthesis workflows. Its side chain imidazole moiety exhibits robust functional group tolerance and facilitates incorporation into bioactive scaffolds requiring precise stereochemistry and hydrogen-bonding capacity. The compound demonstrates excellent bench stability and ease of purification, making it well-suited for both academic and industrial R&D applications.

General Information

CAS No. 50654-94-9
Cat. No. CS-0045025
Purity ≥97%
MDL No. MFCD00037851
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₇N₃O₄
Molecular Weight 255.27
Synonym(s) None
SMILES O=C(O)[C@@H](CC1=CNC=N1)NC(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 104.31
LogP 0.9301
H_Acceptors 4
H_Donors 3
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

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Histidine and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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(tert-Butoxycarbonyl)-D-histidine

CAS No. 50654-94-9

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