(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((benzyloxy)carbonyl)amino)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((benzyloxy)carbonyl)amino)propanoic acid
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CAS No. 204316-36-9
Cat. No. CS-W009641
Purity≥98%
MDL No.MFCD00273467

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((benzyloxy)carbonyl)amino)propanoic acid|CS-W009641

Structure of 204316-36-9

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Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((benzyloxy)carbonyl)amino)propanoic acid is a chiral dipeptide building block featuring orthogonal protection. The fluorenylmethoxycarbonyl (Fmoc) group enables selective N-terminal deprotection under mild basic conditions, while the benzyloxycarbonyl (Boc) moiety provides stable side-chain protection. This combination supports efficient solid-phase peptide synthesis with high fidelity and minimal epimerization.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((benzyloxy)carbonyl)amino)propanoic acid serves as a key chiral building block in peptide synthesis, enabling efficient Nα- and side-chain protection. The Fmoc group ensures orthogonal deprotection under mild basic conditions, while the Cbz moiety provides stable protection for the β-amino group. This diprotected amino acid exhibits excellent bench stability, facilitates straightforward purification by chromatography, and functions reliably in solid-phase and solution-phase coupling protocols.

General Information

CAS No. 204316-36-9
Cat. No. CS-W009641
Purity ≥98%
MDL No. MFCD00273467
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₄N₂O₆
Molecular Weight 460.48
Synonym(s) Fmoc-Dap(Z)-OH
SMILES O=C(O)[C@H](CNC(OCC1=CC=CC=C1)=O)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Computational Chemistry Data

TPSA 113.96
LogP 3.9047
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 8

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

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((benzyloxy)carbonyl)amino)propanoic acid

CAS No. 204316-36-9

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