(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 359766-58-8
Cat. No. CS-0154648
Purity≥98%
MDL No.MFCD01861369

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid|CS-0154648

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Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid is a chiral building block featuring a sterically hindered aliphatic side chain and a fluorenylmethoxycarbonyl (Fmoc) protecting group. This combination enables reliable incorporation into peptide synthesis workflows, offering enhanced stability during coupling steps and efficient deprotection under mild basic conditions.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid serves as a robust chiral building block for peptide synthesis, offering high enantiomeric purity and bench-stable N-terminal protection. The Fmoc group enables orthogonal deprotection under mild basic conditions, while the sterically hindered 4,4-dimethylpentanoyl side chain minimizes racemization during coupling. Its compatibility with standard solid-phase and solution-phase protocols makes it ideal for synthesizing complex peptide sequences and peptidomimetics.

General Information

CAS No. 359766-58-8
Cat. No. CS-0154648
Purity ≥98%
MDL No. MFCD01861369
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₅NO₄
Molecular Weight 367.44
Synonym(s) Fmoc-beta-t-butyl-D-alanine
SMILES CC(C)(C[C@@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(O)=O)C

Computational Chemistry Data

TPSA 75.63
LogP 4.4145
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Safety Information

Download SDS

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 Leucine 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)amino)-4,4-dimethylpentanoic acid

CAS No. 359766-58-8

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