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

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,4-dimethylpentanoic acid
Brand: ChemScene
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CAS No. 1231709-23-1
Cat. No. CS-0179052
Purity≥97%
MDL No.None

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,4-dimethylpentanoic acid|CS-0179052

Structure of 1231709-23-1

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Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,4-dimethylpentanoic acid serves as a chiral building block for peptide synthesis, featuring a sterically hindered side chain and a bench-stable fluorenylmethoxycarbonyl (Fmoc) protecting group. This configuration enables efficient incorporation into N-terminal protected amino acids with minimal racemization under standard coupling conditions.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,4-dimethylpentanoic acid serves as a robust chiral building block for peptide synthesis, offering high stereoselectivity and bench stability. The Fmoc group enables efficient N-terminal protection with orthogonal deprotection under mild basic conditions. Its branched aliphatic side chain enhances solubility and reduces aggregation during solid-phase synthesis, facilitating purification and handling in iterative coupling workflows.

General Information

CAS No. 1231709-23-1
Cat. No. CS-0179052
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₅NO₄
Molecular Weight 367.44
Synonym(s) Fmoc-α-Me-D-Leu-OH
SMILES CC(C[C@](C(O)=O)(NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C)C

Computational Chemistry Data

TPSA 75.63
LogP 4.4145
H_Acceptors 3
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 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)-2,4-dimethylpentanoic acid

CAS No. 1231709-23-1

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