(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1799443-50-7
Cat. No. CS-0180930
Purity≥98%
MDL No.None

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid|CS-0180930

Structure of 1799443-50-7

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General Information

CAS No. 1799443-50-7
Cat. No. CS-0180930
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₃₁NO₅
Molecular Weight 473.56
Synonym(s) Fmoc-N-Me-D-Tyr(tBu)-OH
SMILES O=C(O)[C@H](N(C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C)CC4=CC=C(OC(C)(C)C)C=C4

Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid is a chiral building block featuring a fluorenylmethoxycarbonyl (Fmoc) protected amine and a sterically hindered tert-butoxy-substituted aryl group. This configuration enables efficient incorporation into peptide synthesis, where the Fmoc moiety ensures orthogonal protection and the bulky para-tert-butoxyphenyl side chain enhances solubility and minimizes racemization during coupling.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid serves as a valuable chiral building block in peptide synthesis, enabling efficient incorporation of sterically hindered, electron-rich arylalanine derivatives. The Fmoc group provides orthogonal protection for amines, while the tert-butoxyphenyl side chain offers enhanced solubility and stability during solid-phase workflows. This compound facilitates high-yielding coupling reactions and is compatible with standard deprotection protocols, supporting scalable synthesis of complex bioactive peptides and medicinal chemistry libraries.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 76.07
LogP 5.7405
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(4-(tert-butoxy)phenyl)propanoic acid

CAS No. 1799443-50-7

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