(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-((tert-butoxycarbonyl)amino)ethoxy)phenyl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-((tert-butoxycarbonyl)amino)ethoxy)phenyl)propanoic acid
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CAS No. 1013883-02-7
Cat. No. CS-0148550
Purity≥95%
MDL No.MFCD07781260

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-((tert-butoxycarbonyl)amino)ethoxy)phenyl)propanoic acid|CS-0148550

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General Information

CAS No. 1013883-02-7
Cat. No. CS-0148550
Purity ≥95%
MDL No. MFCD07781260
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₁H₃₄N₂O₇
Molecular Weight 546.61
Synonym(s) Fmoc-4-[2-(Boc-amino)ethoxy]-L-phenylalanine
SMILES O=C(O)[C@H](CC1=CC=C(OCCNC(OC(C)(C)C)=O)C=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

This fluorenonylmethoxycarbonyl-protected amino acid derivative features a chiral benzylic center and a para-substituted phenyl ether side chain, enabling direct incorporation into peptide sequences. The C-terminal carboxylic acid group supports efficient coupling under standard conditions, while the robust fluorenylmethoxy carbonyl (Fmoc) moiety ensures stable protection during synthesis.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-((tert-butoxycarbonyl)amino)ethoxy)phenyl)propanoic acid serves as a versatile chiral building block for peptide synthesis and medicinal chemistry campaigns. Its fluorenylmethoxycarbonyl (Fmoc) and tert-butyl carbamate (Boc) protecting groups enable orthogonal deprotection strategies. The pendant phenethyl ether moiety provides structural diversity for drug-like scaffolds, while the alpha-amino acid core facilitates efficient coupling reactions with excellent functional group tolerance and bench stability.

Safety Information

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Computational Chemistry Data

TPSA 123.19
LogP 5.1245
H_Acceptors 6
H_Donors 3
Rotatable_Bonds 10

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(2-((tert-butoxycarbonyl)amino)ethoxy)phenyl)propanoic acid

CAS No. 1013883-02-7

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