(s)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid

Name: (s)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid
Brand: ChemScene
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CAS No. 6692-89-3
Cat. No. CS-0669689
Purity≥98%
MDL No.MFCD11519253

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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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(s)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid|CS-0669689

Structure of 6692-89-3

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General Information

CAS No. 6692-89-3
Cat. No. CS-0669689
Purity ≥98%
MDL No. MFCD11519253
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₉N₃O₅
Molecular Weight 309.32
Synonym(s) None
SMILES O=C(N[C@H](C(O)=O)CCCNC(N)=O)OCC1=CC=CC=C1

Description

This protected amino acid derivative features a benzylcarbamate (Cbz) group at the N-terminus and a ureido functionality at the C-terminal end, enabling selective incorporation into peptide sequences. The benzyloxy carbonyl moiety ensures stable protection under standard conditions, while the para-ureido side chain offers enhanced solubility and reactivity in synthetic peptide assembly workflows.

Application

Serves as a versatile building block for peptide synthesis and heterocyclic scaffold construction. The (S)-configured amino acid features a benzyloxycarbonyl (Z) protecting group for nitrogen, a pendant ureido function enabling hydrogen-bonding interactions in biomolecular recognition, and a carboxylic acid for coupling reactions. Exhibits excellent bench stability, facilitates efficient purification via standard chromatographic methods, and supports orthogonal functionalization in multi-step synthetic sequences.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 130.75
LogP 0.8145
H_Acceptors 4
H_Donors 4
Rotatable_Bonds 8

Other Classifications

Building Blocks Functional Group Urea

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(s)-2-(((Benzyloxy)carbonyl)amino)-5-ureidopentanoic acid

CAS No. 6692-89-3

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