(S)-2,3-Bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid

Name: (S)-2,3-Bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid
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CAS No. 201473-90-7
Cat. No. CS-W011463
Purity≥97%
MDL No.MFCD00237005

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(S)-2,3-Bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid|CS-W011463

Structure of 201473-90-7

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General Information

CAS No. 201473-90-7
Cat. No. CS-W011463
Purity ≥97%
MDL No. MFCD00237005
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₃H₂₈N₂O₆
Molecular Weight 548.59
Synonym(s) None
SMILES O=C([C@H](CNC(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O)NC(OCC4C5=C(C=CC=C5)C6=C4C=CC=C6)=O)O

Description

This chiral building block features a fluorenylmethoxycarbonyl-protected amino acid scaffold with defined stereochemistry at both C2 and C3 positions. The Fmoc group enables orthogonal deprotection in peptide synthesis, while the sterically constrained backbone supports efficient coupling and high diastereoselectivity in complex oligomer assembly under standard conditions.

Application

(S)-2,3-Bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid serves as a key chiral building block for solid-phase peptide synthesis, enabling efficient incorporation of sterically hindered, enantiomerically pure amino acids. The fluorenylmethoxycarbonyl (Fmoc) groups provide excellent orthogonal protection and are readily removed under mild basic conditions. Its bench-stable, crystalline nature facilitates handling and purification, while the protected side chain supports diverse coupling reactions in standard peptide workflows.

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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Computational Chemistry Data

TPSA 113.96
LogP 5.517
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 8

Other Classifications

Bioactive Molecules Peptides

Building Blocks Functional Group Fmoc

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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(S)-2,3-Bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid

CAS No. 201473-90-7

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