(2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid

Name: (2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid
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CAS No. 131545-63-6
Cat. No. CS-0158169
Purity≥98%
MDL No.MFCD00237033

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(2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid|CS-0158169

Structure of 131545-63-6

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Description

This fluorenylmethoxycarbonyl-protected amino acid derivative features a chiral diol backbone with orthogonal functionality: a benzyl ether at C3 and a carbamate group at C2. The C-terminal carboxylic acid is readily activated for peptide coupling, while the fluorenymethoxycarbonyl (Fmoc) moiety enables selective deprotection under mild basic conditions. Designed for solid-phase peptide synthesis, this building block integrates seamlessly into sequential elongation protocols.

Application

(2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid serves as a chiral building block for peptide synthesis, enabling efficient formation of sterically defined dipeptide motifs. The Fmoc group provides orthogonal protection for the amine, while the benzyloxy side chain offers stability and selective deprotection. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable use in solid-phase and solution-phase workflows.

General Information

CAS No. 131545-63-6
Cat. No. CS-0158169
Purity ≥98%
MDL No. MFCD00237033
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₅NO₅
Molecular Weight 431.48
Synonym(s) FMOC-D-THR(BZL)-OH
SMILES C[C@H](OCC1=CC=CC=C1)[C@@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)C(O)=O

Computational Chemistry Data

TPSA 84.86
LogP 4.5836
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 8

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 Threonine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(2R,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(benzyloxy)butanoic acid

CAS No. 131545-63-6

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