Cbz-Lys(Boc)-OH

Name: Cbz-Lys(Boc)-OH
Brand: ChemScene
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CAS No. 2389-60-8
Cat. No. CS-W009749
Purity≥98%
MDL No.MFCD00062271

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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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Structure of 2389-60-8

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General Information

CAS No. 2389-60-8
Cat. No. CS-W009749
Purity ≥98%
MDL No. MFCD00062271
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₈N₂O₆
Molecular Weight 380.44
Synonym(s) None
SMILES O=C(O)[C@H](CCCCNC(OC(C)(C)C)=O)NC(OCC1=CC=CC=C1)=O

Description

Cbz-Lys(Boc)-OH is a protected lysine derivative featuring a carbobenzoxy (Cbz) group at the α-amino terminus and a tert-butoxycarbonyl (Boc) group on the side-chain amine. This dual protection enables selective deprotection strategies in peptide synthesis, allowing sequential manipulation of functional groups under standard conditions. The molecule exhibits enhanced stability during handling and storage, facilitating reliable incorporation into complex peptide architectures.

Application

Cbz-Lys(Boc)-OH serves as a key amino acid building block for peptide synthesis, offering orthogonal protection of both the α-amino and ε-amino groups. The Cbz group enables mild removal via hydrogenolysis, while the Boc moiety is readily cleaved with trifluoroacetic acid. This dual protection strategy facilitates efficient sequential coupling in solid-phase and solution-phase peptide assembly, with excellent bench stability and straightforward purification.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  2212-75-1
- ~99%
- In-stock
  
  2389-60-8
References
- WO2007/127173 A2, ; Page/Page column 34 ;
Route2
- 501-53-1
- 130384-98-4
- ~%
- In-stock
  
  2389-60-8
References
- WO2008/14811 A1, ; Page/Page column 17-18 ;
Route3
- In-stock
  
  2418-95-3
- 501-53-1
- ~94%
- In-stock
  
  2389-60-8
References
- Journal of the American Chemical Society, , vol. 104, # 16 p. 4446 - 4450

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

Quality Control

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Computational Chemistry Data

TPSA 113.96
LogP 3.061
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 9

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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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Cbz-Lys(Boc)-OH

CAS No. 2389-60-8

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