(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)-2-methylpropanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)-2-methylpropanoic acid
Brand: ChemScene
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CAS No. 246539-83-3
Cat. No. CS-0169356
Purity≥95%
MDL No.MFCD02682287

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)-2-methylpropanoic acid|CS-0169356

Structure of 246539-83-3

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Description

This fluorenylmethoxycarbonyl-protected chiral amino acid derivative features a sterically hindered side chain with a phenolic hydroxyl group, enabling selective coupling in peptide synthesis. The Cbz group ensures stability during handling, while the (S)-configuration provides stereochemical control for enantioselective applications.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)-2-methylpropanoic acid serves as a valuable chiral building block for peptide synthesis, offering high stereochemical purity and bench-stable protection of the amine functionality. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient orthogonal deprotection under mild basic conditions, while the para-hydroxyphenyl side chain provides a handle for further derivatization. Its structure facilitates incorporation into complex scaffolds via standard coupling protocols and supports scalable, high-yield synthetic workflows in medicinal chemistry and process development.

General Information

CAS No. 246539-83-3
Cat. No. CS-0169356
Purity ≥95%
MDL No. MFCD02682287
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₃NO₅
Molecular Weight 417.45
Synonym(s) Fmoc-α-Me-Tyr-OH
SMILES OC1=CC=C(C=C1)C[C@](C(O)=O)(C)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Computational Chemistry Data

TPSA 95.86
LogP 4.3167
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 6

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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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)-2-methylpropanoic acid

CAS No. 246539-83-3

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