(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate

Name: (S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate
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CAS No. 82911-79-3
Cat. No. CS-0040950
Purity≥98%
MDL No.MFCD11044348

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(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate|CS-0040950

Structure of 82911-79-3

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Description

(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protected amino group and a phenolic hydroxyl. This combination enables orthogonal functionalization in peptide synthesis and conjugation workflows, where the Fmoc moiety facilitates selective deprotection under mild basic conditions. The molecule's stability under standard bench protocols supports reliable handling during iterative coupling steps.

Application

(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate serves as a key chiral building block for the synthesis of peptide-like scaffolds and bioactive molecules. The Fmoc group enables efficient orthogonal protection during solid-phase synthesis, while the pendant phenolic hydroxyl supports further derivatization via etherification or oxidation. Bench-stable and readily purified by flash chromatography, it facilitates reliable incorporation into complex intermediates for medicinal chemistry applications.

General Information

CAS No. 82911-79-3
Cat. No. CS-0040950
Purity ≥98%
MDL No. MFCD11044348
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₅H₂₃NO₅
Molecular Weight 417.45
Synonym(s) Fmoc-Tyr-Ome
SMILES OC(C=C1)=CC=C1C[C@@H](C(OC)=O)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Computational Chemistry Data

TPSA 84.86
LogP 4.015
H_Acceptors 5
H_Donors 2
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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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Tyrosine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate

CAS No. 82911-79-3

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