Methyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysinate

Name: Methyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysinate
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CAS No. 73548-77-3
Cat. No. CS-0100560
Molecule weight394.46
Purity≥95%
MDL No.MFCD03788041

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Methyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysinate|CS-0100560

Structure of 73548-77-3

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General Information

CAS No. 73548-77-3
Cat. No. CS-0100560
Purity ≥95%
MDL No. MFCD03788041
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₃₀N₂O₆
Molecular Weight 394.46
Synonym(s) None
SMILES O=C(OC)[C@H](CCCCNC(OCC1=CC=CC=C1)=O)NC(OC(C)(C)C)=O

Description

Methyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysinate features a dual-protected lysine side chain, combining benzyl and tert-butyl carbamate groups to enable selective deprotection during peptide synthesis. The methyl ester facilitates coupling reactions under standard conditions, while the orthogonal protection scheme supports efficient backbone assembly in complex peptide sequences.

Application

Methyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysinate serves as a versatile di-functionalized lysine derivative, enabling orthogonal protection of both α-amino and ε-amino groups. The Boc group at the Nα-position and the Cbz group at the Nε-position allow for sequential deprotection in peptide synthesis. The methyl ester facilitates direct incorporation into peptide chains or conversion to carboxylic acid derivatives. This compound exhibits excellent bench stability, compatibility with standard coupling reagents, and ease of purification, making it ideal for solid-phase and solution-phase peptide assembly 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-P280-P302+P352

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Computational Chemistry Data

TPSA 102.96
LogP 3.1494
H_Acceptors 6
H_Donors 2
Rotatable_Bonds 9

Other Classifications

Bioactive Molecules Peptides

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

73548-77-3 sigma73548-77-3 manufacturer73548-77-3 price73548-77-3 structure73548-77-3 SDSbuy 73548-77-373548-77-3 supplier73548-77-3 uses73548-77-3 molecular weightprice of 73548-77-373548-77-3 chemical name formula of 73548-77-3

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Methyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysinate

CAS No. 73548-77-3

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