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

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid
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CAS No. 857478-30-9
Cat. No. CS-0084320
Purity≥98%
MDL No.None

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid|CS-0084320

Structure of 857478-30-9

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General Information

CAS No. 857478-30-9
Cat. No. CS-0084320
Purity ≥98%
MDL No. None
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]-L-isovaline
SMILES C[C@@](C(O)=O)(CC)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid is a chiral amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group. This robust, bench-stable moiety enables efficient incorporation into peptide chains during solid-phase synthesis, offering high coupling yields and compatibility with standard deprotection protocols.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid serves as a robust chiral building block for peptide synthesis, offering enhanced stereochemical control and stability under standard coupling conditions. The Fmoc group enables convenient deprotection with mild base, while the branched aliphatic side chain provides steric differentiation useful in constrained peptide design. Its bench-stable nature and clean purification profile facilitate efficient incorporation into complex sequences.

Synthesis

Route1
- In-stock
  
  595-40-4
- 28920-43-6
- ~80%
- In-stock
  
  857478-30-9
References
- Rodriquez, Manuela; Terracciano, Stefania; Cini, Elena; Settembrini, Giulia; Bruno, Ines; Bifulco, Giuseppe; Taddei, Maurizio; Gomez-Paloma, Luigi Angewandte Chemie - International Edition, 2006 , vol. 45, # 3 p. 423 - 427

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-P330-P362+P364-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

Key Words

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

CAS No. 857478-30-9

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