(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid
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CAS No. 204715-91-3
Cat. No. CS-0101023
Purity≥97%
MDL No.MFCD01317015

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid|CS-0101023

Structure of 204715-91-3

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General Information

CAS No. 204715-91-3
Cat. No. CS-0101023
Purity ≥97%
MDL No. MFCD01317015
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₀H₃₂N₂O₆
Molecular Weight 516.58
Synonym(s) Fmoc-4-(Boc-aminomethyl)-L-phenylalanine
SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC4=CC=C(CNC(OC(C)(C)C)=O)C=C4

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid features a chiral α-amino acid core with orthogonal protecting groups: the fluorenylmethoxycarbonyl (Fmoc) at the amine and tert-butoxycarbonyl (Boc) on the side-chain benzylamine. This combination enables selective deprotection during peptide synthesis, facilitating efficient coupling and purification. The molecule exhibits excellent solubility in organic solvents and stability under standard bench conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid serves as a key chiral building block for the synthesis of bioactive peptides and peptidomimetics. Its structure combines an Fmoc-protected α-amino group with a para-substituted benzyl side chain bearing a Boc-protected amine, enabling orthogonal functional group manipulation. The molecule exhibits excellent bench stability, facilitates efficient purification by standard chromatography, and is compatible with established solid-phase peptide synthesis protocols.

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 113.96
LogP 5.2457
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 8

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)-3-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)propanoic acid

CAS No. 204715-91-3

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