(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid
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CAS No. 1231709-22-0
Cat. No. CS-0153924
Purity≥97%
MDL No.MFCD12031689

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid|CS-0153924

Structure of 1231709-22-0

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General Information

CAS No. 1231709-22-0
Cat. No. CS-0153924
Purity ≥97%
MDL No. MFCD12031689
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₁NO₄
Molecular Weight 339.39
Synonym(s) N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-isovaline
SMILES CC[C@](C(O)=O)(NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C

Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid serves as a chiral building block for peptide synthesis, featuring a sterically hindered α-methyl group that enhances diastereoselectivity. The fluorenylmethoxycarbonyl (Fmoc) protecting group enables efficient orthogonal deprotection under mild basic conditions, facilitating sequence-specific coupling. This bench-stable derivative integrates seamlessly into solid-phase and solution-phase workflows, delivering high-purity intermediates with minimal racemization.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient N-terminal protection with high diastereoselectivity. The Fmoc group ensures excellent bench stability and facile removal under mild basic conditions, while the α-methylated valine scaffold provides enhanced resistance to enzymatic degradation. Its compatibility with standard coupling protocols and clean purification profile make it ideal for iterative solid-phase peptide synthesis and the construction of complex peptidomimetic scaffolds.

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 3.7784
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

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

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid

CAS No. 1231709-22-0

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