Boc-N-gamma-trityl-D-asparagin

Name: Boc-N-gamma-trityl-D-asparagin
Brand: ChemScene
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CAS No. 210529-01-4
Cat. No. CS-0130263
Purity≥98%
MDL No.MFCD00153300

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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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Boc-N-gamma-trityl-D-asparagin|CS-0130263

Structure of 210529-01-4

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Description

Boc-N-gamma-trityl-D-asparagine delivers a protected D-asparagine scaffold with enhanced solubility and stability. The trityl group provides robust protection at the gamma-carboxylate, while the Boc moiety secures the alpha-amino functionality. This combination enables efficient incorporation into peptide sequences under standard conditions, particularly useful in solid-phase synthesis where orthogonal protection is required.

Application

Boc-N-gamma-trityl-D-asparagine serves as a protected D-asparagine building block for peptide synthesis, offering enhanced stability and orthogonal protection. The trityl group at the gamma-carboxylate enables selective deprotection, while the Boc group on the alpha-amino function facilitates standard coupling protocols. This derivative simplifies the incorporation of D-asparagine residues in complex peptide architectures, particularly in medicinal chemistry campaigns requiring conformational control or metabolic stability.

General Information

CAS No. 210529-01-4
Cat. No. CS-0130263
Purity ≥98%
MDL No. MFCD00153300
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₃₀N₂O₅
Molecular Weight 474.55
Synonym(s) N-Boc-N'-trityl-D-asparagine; Boc-D-Asn(Trt)-OH
SMILES O=C(O)[C@H](NC(OC(C)(C)C)=O)CC(NC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)=O

Computational Chemistry Data

TPSA 104.73
LogP 4.4627
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 8

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-P330-P362+P364-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Boc-N-gamma-trityl-D-asparagin

CAS No. 210529-01-4

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