(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid

Name: (R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid
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CAS No. 479064-95-4
Cat. No. CS-W009716
Purity≥97%
MDL No.MFCD03428033

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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid|CS-W009716

Structure of 479064-95-4

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General Information

CAS No. 479064-95-4
Cat. No. CS-W009716
Purity ≥97%
MDL No. MFCD03428033
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₀FNO₄
Molecular Weight 405.42
Synonym(s) Fmoc-R-3-Amino-3-(4-fluoro-phenyl)-propionic acid
SMILES O=C(C[C@H](C1=CC=C(C=C1)F)NC(OCC2C3=C(C=CC=C3)C4=C2C=CC=C4)=O)O

Description

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid serves as a chiral building block for peptide synthesis, featuring a bench-stable fluorenylmethoxycarbonyl (Fmoc) protecting group and a sterically defined (R)-configuration at the alpha-carbon. The para-fluorophenyl moiety enhances solubility and provides electronic tuning for downstream coupling reactions.

Application

(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid serves as a valuable chiral building block in peptide synthesis, offering high stereochemical purity and bench stability. The Fmoc group enables efficient orthogonal protection during solid-phase peptide coupling, while the 4-fluorophenyl moiety provides structural rigidity and enhanced metabolic stability. Its compatibility with standard deprotection protocols and ease of purification make it well-suited for scalable API intermediate development.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 75.63
LogP 4.8802
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid

CAS No. 479064-95-4

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