Tert-butyl N6-((benzyloxy)carbonyl)-L-lysinate

Name: Tert-butyl N6-((benzyloxy)carbonyl)-L-lysinate
Brand: ChemScene
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CAS No. 63628-63-7
Cat. No. CS-0488174
Purity≥98%
MDL No.MFCD22581338

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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 N6-((benzyloxy)carbonyl)-L-lysinate|CS-0488174

Structure of 63628-63-7

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Description

Tert-butyl N6-((benzyloxy)carbonyl)-L-lysinate serves as a protected lysine derivative featuring a labile tert-butyl ester and a benzyl carbamate group, enabling selective deprotection in peptide synthesis workflows. This dual protection strategy supports efficient coupling reactions while maintaining stability under standard bench conditions.

Application

Tert-butyl N⁶-((benzyloxy)carbonyl)-L-lysinate serves as a key protected amino acid building block for peptide synthesis, enabling efficient N⁶-benzylcarbamoyl protection of lysine side chains. The tert-butyl ester facilitates straightforward deprotection under mild acidic conditions, while the benzyloxycarbonyl (Cbz) group offers orthogonal stability during multistep synthetic sequences. This derivative exhibits excellent bench stability, compatibility with standard coupling reagents, and ease of purification, making it a reliable scaffold for the construction of complex peptides and heterocyclic derivatives.

General Information

CAS No. 63628-63-7
Cat. No. CS-0488174
Purity ≥98%
MDL No. MFCD22581338
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₈N₂O₄
Molecular Weight 336.43
Synonym(s) tert-butyl (2S)-2-amino-6-(phenylmethoxycarbonylamino)hexanoate
SMILES O=C(NCCCC[C@H](N)C(=O)OC(C)(C)C)OCC1=CC=CC=C1

Computational Chemistry Data

TPSA 90.65
LogP 2.7521
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 8

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Lysine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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Tert-butyl N6-((benzyloxy)carbonyl)-L-lysinate

CAS No. 63628-63-7

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