Tert-butyl trityl-L-asparaginate

Name: Tert-butyl trityl-L-asparaginate
Brand: ChemScene
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CAS No. 1998700-98-3
Cat. No. CS-0166906
Purity≥97%
MDL No.MFCD30475843

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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-butyl trityl-L-asparaginate|CS-0166906

Structure of 1998700-98-3

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General Information

CAS No. 1998700-98-3
Cat. No. CS-0166906
Purity ≥97%
MDL No. MFCD30475843
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₀N₂O₃
Molecular Weight 430.54
Synonym(s) L-Asparagine, N-(triphenylmethyl)-, 1,1-dimethylethyl ester
SMILES CC(C)(C)OC([C@@H](N)CC(NC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)=O)=O

Description

Tert-butyl trityl-L-asparaginate serves as a protected amino acid derivative for peptide synthesis, featuring a trityl group at the α-amino position and a tert-butyl ester on the side chain. This combination provides robust protection against racemization and enhances solubility in organic media. The trityl moiety enables efficient deprotection under mild acidic conditions, facilitating selective handling during sequence assembly. Its bench-stable nature supports reliable use in automated and manual synthesis workflows.

Application

Tert-butyl trityl-L-asparaginate serves as a protected amino acid building block for peptide synthesis, offering enhanced solubility and stability. The trityl group provides robust protection of the α-amino function, while the tert-butyl ester safeguards the side-chain carboxylic acid. This dual protection enables orthogonal deprotection strategies and facilitates efficient coupling in solid-phase and solution-phase workflows.

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

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Computational Chemistry Data

TPSA 81.42
LogP 4.1538
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Amide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Tert-butyl trityl-L-asparaginate

CAS No. 1998700-98-3

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